Method for preparing deoxy sugar based on photochemical reaction and application

Abstract

The invention discloses a method for preparing deoxysugar based on photochemical reaction and application. According to the method, cheap and easily available carbohydrate raw materials such as glucose, galactose, mannose, methyl glucoside, methyl galactoside and methyl mannose glycoside are subjected to a sulfo-reaction, sulfur atoms are introduced to all positions of carbohydrate rings of different carbohydrate raw materials, and then a proper light source is selected as an initiator, so that different types of deoxy sugars are prepared. According to the method for preparing the deoxy sugar, the reaction efficiency is high, the reaction time is short, the raw materials can be completely consumed only by half an hour when the ultraviolet lamp is adopted for illumination, few by-products are generated, and the yield of most target products of the deoxy sugar can reach 95%; according to the method, a low-wattage blue light LED illumination reaction can be adopted, only a small amount of photochemical catalyst Ru (bpy) 3Cl2 (2mol%) needs to be added, and the preparation cost is low; the method is mild in reaction condition, only needs reaction at room temperature, and is easy to realize large-scale production.

Description

Technical Field

[0001] The present application relates to the technical field of deoxy sugar preparation, and in particular to a method and application of preparing deoxy sugar based on photochemical reaction. Background Art

[0002] In the field of biochemistry and medicine, deoxysugars are a class of sugar molecules with important biological activity. Their structural characteristics are that one or more hydroxyl groups (-OH) in the sugar molecule are replaced by hydrogen atoms. This type of compound is widely present in a variety of antibiotics, anti-tumor drugs and immunomodulators, and has significant effects on the treatment of various diseases. For example, 2-deoxysugar is an important component of DNA, and other deoxysugars such as fucose also play a key role in many biologically active molecules.

[0003] Traditional methods for synthesizing deoxy sugars mainly include: (1) direct etherification method: deoxy sugars are synthesized by directly reacting sugar derivatives with alcohols or phenols. This method is simple, but there may be stereoselectivity problems and more side reactions; (2) direct glycosidation method: deoxy glycosidic bonds are directly formed through glycosidation reactions. This method can directly obtain the target molecule, but the reaction conditions may be harsh and the applicability to substrates is limited; (3) temporary protecting group method: temporary functional groups are introduced at specific positions of sugars to guide glycosidation reactions, and then the protecting groups are removed. This method can improve stereoselectivity, but it increases the synthesis steps and reduces atom economy; (4) non-sugar material synthesis method: deoxy sugars are synthesized from non-sugar precursors. This method has a wide range of raw materials, but the synthesis steps may be more, and the yield and selectivity may not be ideal. Although the above methods have made some progress in the synthesis of deoxy sugars, there are still some challenges and limitations, such as optimization of reaction conditions, control of side reactions, improvement of stereoselectivity, improvement of yield, and reduction of synthesis costs.

[0004] Therefore, the development of new synthetic processes is of great significance for improving the efficiency and selectivity of deoxysugar synthesis. Summary of the invention

[0005] In view of this, the purpose of the present application is to provide a method and application for preparing deoxy sugar based on photochemical reaction, wherein the method uses cheap and readily available sugar raw materials such as glucose, galactose, mannose, methyl glucoside, methyl galactoside, methyl mannoside, etc., firstly introduces sulfur atoms into various positions of sugar rings of different sugar raw materials through thiolation reaction, and then selects a suitable light source as an initiator, thereby preparing different types of deoxy sugar. The deoxy sugar prepared by the preparation method has high efficiency, short reaction time, and high yield of the target product.

[0006] In order to achieve or at least partially achieve the above objectives, the present application provides the following technical solutions:

[0007] In a first aspect, the present application provides a method for preparing deoxysugar based on a photochemical reaction, comprising the following steps:

[0008] (1) The sugar raw materials undergo a thiolation reaction to generate thiosulfosaccharides;

[0009] (2) dissolving the thiosulfosaccharide in a polar solvent to obtain a thiosulfosaccharide solution;

[0010] (3) Mixing the mercaptosulfose solution with a trialkylphosphine compound and reacting them under light conditions to generate the aforementioned deoxysugar.

[0011] Furthermore, the carbohydrate raw material is at least one of glucose, galactose, mannose, methyl glucoside, methyl galactoside and methyl mannoside.

[0012] Preferably, the carbohydrate raw material is at least one of methyl α-galactoside and methyl α-glucose.

[0013] Furthermore, the polar solvent in (2) is any one of N,N-dimethylformamide (DMF) and methanol.

[0014] Furthermore, the trialkylphosphine compound in (3) is at least one of triethylphosphine, tributylphosphine and tri(2-carboxyethyl)phosphine.

[0015] Preferably, the trialkylphosphine compound in (3) is triethylphosphine or tributylphosphine.

[0016] Furthermore, the illumination in (3) is at least one of ultraviolet light or blue LED light.

[0017] Furthermore, the deoxy sugar synthesized in (3) includes a chemical structure such as Formula 1: The compound 1 shown is as formula 2: The compound 2 shown is as formula 3: The compound 3 shown is as formula 4: The compound 4 shown is as formula 5: The compound 5 shown is as formula 6: At least one of the compounds 6 shown.

[0018] In a second aspect, the present application provides the use of the aforementioned method in the preparation of 2-deoxysugar or 2,4-deoxysugar.

[0019] The method and application of preparing deoxy sugar based on photochemical reaction provided in the present application have at least the following beneficial effects compared with the prior art:

[0020] 1. The method for preparing deoxy sugars based on photochemical reaction provided in the present application has high reaction efficiency and short reaction time. The raw materials can be completely consumed in only half an hour under ultraviolet light irradiation, and there are fewer by-products. The yield of most target product deoxy sugars can reach 95%.

[0021] 2. The method for preparing deoxysugar based on photochemical reaction provided in the present application can adopt low-wattage blue light LED illumination reaction, and only a small amount of photochemical catalyst needs to be added, so the preparation cost is low.

[0022] 3. The method for preparing deoxysugars based on photochemical reaction provided in the present application has mild reaction conditions and only requires reaction at room temperature, which makes large-scale production easy to achieve. BRIEF DESCRIPTION OF THE DRAWINGS

[0023] Figure 1 This is a synthetic route for the first thiosulfosaccharide provided in the examples of the present application.

[0024] Figure 2 This is a synthetic route for the second thiosulfosaccharide provided in the examples of the present application.

[0025] Figure 3 This is a synthetic route for the third thiosulfosaccharide provided in the examples of the present application.

[0026] Figure 4 This is a synthetic route for the fourth thiosulfosaccharide provided in the examples of the present application.

[0027] Figure 5 This is a synthetic route for the fifth thiosulfosaccharide provided in the examples of the present application.

[0028] Figure 6 This is a synthetic route for the sixth thiosulfosaccharide provided in the examples of the present application. DETAILED DESCRIPTION

[0029] In order to make the purpose, technical solution and advantages of the present application more clearly understood, the present application is further described in detail below in conjunction with the accompanying drawings and embodiments. It should be understood that the specific embodiments described herein are only used to explain the present application and are not used to limit the present application.

[0030] Those skilled in the art will appreciate that, unless otherwise stated, the words "said", "the", "the aforementioned", and "above" used in the text of the present application may also include plural forms. It should be further understood that the wording "comprising" used in the specification of the present application means the presence of the features, steps, and operations, but does not exclude the presence or addition of one or more other features, integers, and steps.

[0031] In the text of this application, the terms "first", "second" and the like are used to distinguish between identical or similar items with substantially the same functions and effects. This is only for the purpose of clearly describing the technical solutions of the embodiments of this application, and shall not be understood as indicating or implying relative importance or implicitly indicating the number of the indicated technical features.

[0032] In this application text, the term "room temperature" refers to the indoor ambient temperature. This temperature range may vary in different regions and cultures. Generally speaking, room temperature can be considered to be between 20 and 25 degrees Celsius (68 and 77 degrees Fahrenheit).

[0033] Those skilled in the art will appreciate that, in the examples of the present application, if no specific conditions are specified, the experiments are carried out under conventional conditions or conditions recommended by the manufacturer, and the reagents or instruments used, if no manufacturer is specified, are conventional products that can be purchased commercially.

[0034] In the present application text, the term "thiosulfosaccharide" refers to a class of sugar compounds, wherein thiol groups are introduced at different positions in the sugar compound.

[0035] In this application text, "Bn" represents benzyl group, also known as benzyl group. It is a chemical group with a molecular formula of C 6 H 5 CH 2 -, a hydrogen atom on the benzene ring is replaced by a methyl group (-CH 3 ) substitution; "-Ac" represents acetyl group, the chemical formula is C 2 H 3 O-, which is composed of a methyl group (CH 3 ) and a carbonyl (CO) group, is a common protecting group; "-OMe" represents a methoxy group, with a chemical formula of CH 3 O-, which consists of a methyl group (CH 3 ) and an oxygen atom (O), which is the simplest alkoxy group; "-Ph" represents the phenyl group, and the chemical formula is C 6 H 5 -, phenyl is a group formed by removing a hydrogen atom from a benzene molecule; "Bz" stands for benzoyl group, which is a monovalent group left after removing the hydroxyl group (-OH) from benzoic acid. The chemical formula of benzoyl group is C 7 H 5O-; "-SH" stands for thiol group, which is composed of a sulfur atom (S) and a hydrogen atom (H); "-Ts" stands for p-toluenesulfonyloxy, with a chemical formula of CH 3 C 6 H 4 SO 2 -, which consists of a benzyl group (CH 3 C 6 H 4 ) and a sulfonyl group (SO 2 )composition.

[0036] In this application text, the term "equivalent" refers to the amount of one substance that can react with another substance in a chemical reaction. It is determined based on the chemical properties of the substances and the chemical equation of the reaction. For example, in a chemical reaction, if a reaction requires 1 mole of substance A and 2 moles of substance B to produce 1 mole of substance C, then we can say that the equivalent of substance B is twice that of substance A.

[0037] In order to solve the problems of high reaction conditions, many side reactions, low reaction efficiency and product yield in the preparation of deoxy sugar in the prior art, the present application embodiment provides a method for synthesizing deoxy sugar using monosaccharides such as glucose, galactose, mannose, or some sugar derivative compounds such as methyl glucoside, methyl galactoside, methyl mannoside, etc. as raw materials, firstly, through a thiolation reaction, a sulfur atom is introduced into any position of the sugar ring in the above raw materials to generate various thiosulfosaccharides, and various thiosulfosaccharides are mixed with trialkylphosphine compounds and placed under light conditions for photochemical reaction, and the sulfur on the thiol group is finally combined with the trialkylphosphine compound, and the thiosulfosaccharides further generate the aforementioned deoxy sugar. The method can be used to prepare 2-deoxy sugar or 2,4-deoxy sugar.

[0038] Based on this, the embodiment of the present application provides a method for preparing deoxy sugar based on photochemical reaction, comprising the following steps: (1) a sugar raw material undergoes a thiolation reaction to generate thiosulfose; (2) the thiosulfose is dissolved in a polar solvent to obtain a thiosulfose solution; (3) the thiosulfose solution is mixed with a trialkylphosphine compound and subjected to a reaction under light conditions to generate the aforementioned deoxy sugar.

[0039] In the embodiments of the present application, the carbohydrate raw material includes at least one of various monosaccharides and monosaccharide derivatives; the monosaccharide derivative is usually obtained by modifying or transforming a monosaccharide molecule, and has a monosaccharide basic unit.

[0040] In certain embodiments, the monosaccharide comprises at least one of glucose, galactose, and mannose; and the monosaccharide derivative comprises at least one of methyl glucoside, methyl galactoside, and methyl mannoside.

[0041] In certain preferred embodiments, the carbohydrate raw material is at least one of methyl α-galactoside and methyl α-glucose.

[0042] In certain embodiments, the polar solvent in (2) is any one of N,N-dimethylformamide (DMF) or methanol.

[0043] In certain embodiments, the trialkylphosphine compound in (3) is at least one of triethylphosphine, tributylphosphine, and tri(2-carboxyethyl)phosphine, and these trialkylphosphine compounds react with thiosulfosaccharides under light irradiation, and the sulfur on the sulfhydryl group in the thiosulfosaccharides combines with the trialkylphosphine compound, thereby desulfurizing the thiosulfosaccharides to form the final deoxysugar.

[0044] In certain preferred embodiments, the trialkylphosphine compound in (3) is triethylphosphine or tributylphosphine.

[0045] In certain embodiments, the molar ratio of the trialkylphosphine compound to the thiosulfose in (3) is 1.6 to 3:1.

[0046] In some embodiments, the illumination in (3) is at least one of ultraviolet light or blue LED light.

[0047] In certain embodiments, the temperature condition of the light irradiation reaction in (3) is room temperature.

[0048] In certain embodiments, the deoxysugar synthesized in (3) is compound 1, whose chemical structure is as shown in Formula 1: As shown; wherein, the first thiosulfosaccharide (chemical structure is as follows: The synthetic route is as shown in Figure 1 shown.

[0049] In certain embodiments, the deoxysugar synthesized in (3) is compound 2, whose chemical structure is as shown in Formula 2: As shown; wherein, the second thiosulfosaccharide (chemical structure is as follows: The synthetic route is as shown in Figure 2 shown.

[0050] In certain embodiments, the deoxysugar synthesized in (3) is compound 3, whose chemical structure is as shown in Formula 3: As shown; wherein, the third thiosulfosaccharide (chemical structure is as follows: The synthetic route is as shown in Figure 3 shown.

[0051] In certain embodiments, the deoxysugar synthesized in (3) is compound 4, whose chemical structure is as shown in Formula 4: As shown; wherein, the fourth thiosulfosaccharide (chemical structure is as follows: The synthetic route is as shown in Figure 4 shown.

[0052] In certain embodiments, the deoxysugar synthesized in (3) is compound 5, whose chemical structure is as shown in Formula 5: As shown; wherein, the fifth thiosulfosaccharide (chemical structure is as follows: The synthetic route is as shown in Figure 5 shown.

[0053] In certain embodiments, the deoxysugar synthesized in (3) is compound 6, whose chemical structure is as shown in Formula 6: As shown; wherein, the sixth thiosulfosaccharide (chemical structure is as follows: The synthetic route is as shown in Figure 6 shown.

[0054] In the embodiments of the present application, different sugar raw materials, such as different monosaccharides or monosaccharide derivatives formed by modification or transformation of monosaccharides, can generate corresponding thiosulfosaccharides through the same reaction principle mentioned above, and then the above-mentioned deoxysugar preparation method is used to prepare different types of deoxysugars, which cannot be listed one by one in the embodiments. Therefore, the above-mentioned 6 specific thiosulfosaccharides, the prepared 6 deoxysugars and sugar raw materials used for preparation should not be a limitation to the protection scope of this technical solution.

[0055] Based on this, the embodiments of the present application provide the application of the aforementioned method in the preparation of 2-deoxy sugar or 2,4-deoxy sugar.

[0056] The technical solution of the present application and the technical effects achieved are described in detail below through more specific embodiments.

[0057] Example 1

[0058] This embodiment provides a compound 2 (chemical structure as shown in Formula 2: The preparation method of the invention comprises the following specific steps:

[0059] (1) Take 1 g of methyl α-galactoside and dissolve it in 10 mL of solvent (DMF: MeCN = 1:5), add an appropriate amount of tetrabutylammonium acetate (TBAOAc), and slowly add 2.1 equivalents of purified acetyl chloride (Ac) with a syringe. 2 O), reacted at 40° C. for 12 hours, concentrated under reduced pressure, and the residue was separated by silica gel column chromatography to obtain a colorless oily compound 7 (chemical structure is as follows: As shown), the isolated yield is 80%;

[0060] (2) Dissolve compound 7 in dichloromethane (CH2 Cl 2 ) and then placed in a low-temperature reactor at -30°C, pyridine was added to the reactor, trifluoromethanesulfonic anhydride was slowly added with a syringe, the refrigeration was turned off, and the temperature was slowly raised from -30°C. After reacting for 3 hours, an appropriate amount of CH 2 Cl 2 Dilute with dilute HCl, saturated NaHCO 3 , water, saturated NaCl solution, and then anhydrous Na 2 SO 4 The product was dried and concentrated under reduced pressure. The concentrated product was dissolved in a polar solvent DMF, and 1.2 equivalents of potassium acetate (KOAc) were added. The reaction was allowed to react at room temperature for 1 hour. After the reaction was completed by TLC, 3.0 equivalents of potassium thioacetate (KSAc) were added. The reaction was allowed to react at room temperature for 36 hours. After the reaction was completed by TLC, the reactant was poured into a saturated NaCl solution and extracted three times with ethyl acetate (EtOAc). The organic phases were combined and anhydrous Na 2 SO 4 The residue was dried and concentrated under reduced pressure, and separated by silica gel column chromatography (ethyl acetate: petroleum ether = 1:2) to obtain compound 8 (chemical structure is as follows: As shown), the isolated yield is 70%;

[0061] (3) Compound 8 was dissolved in methanol, 2.0 equivalents of NaOH were added, and the mixture was reacted at room temperature for 6 hours. After the reaction was completed by TLC, a cation exchange resin was added to neutralize the mixture until the solution was acidic, and the mixture was concentrated under reduced pressure. The residue was dissolved in an aqueous solution, 1.5 equivalents of dithiothreitol (DTT) were added, and the mixture was reacted at room temperature for 12 hours. After the reaction was completed by TLC, the mixture was concentrated under reduced pressure. The residue was separated by column chromatography using a silica gel column to obtain 500 mg of a colorless, transparent oily compound 9 (chemical structure is as follows: As shown), i.e., the second thiosulfosaccharide, the separation yield is 85%;

[0062] (4) 1.6 equivalents of triethylphosphine were added to the second thiolthiosaccharide-soluble polar solvent DMF, and the reaction was carried out in a photochemical reactor under 500 W ultraviolet light for 0.5 h at room temperature. After the reaction of the raw materials was completed as detected by TLC, the solvent was directly distilled off under reduced pressure, and column chromatography was performed on a silica gel column to obtain compound 2, and the separation yield was 90% to 95%.

[0063] Example 2

[0064] This embodiment provides a compound 5 (chemical structure as shown in Formula 5: The preparation method of the invention comprises the following specific steps:

[0065] (1) 1 g of methyl α-glucose was dissolved in pyridine, and 1200 mg of toluenesulfonyl chloride (TsCl, dissolved in an appropriate amount of pyridine) was slowly added at 0°C. The ice-water bath was removed and the mixture was reacted at room temperature for 12 hours. The reaction was completed by TLC detection, and the mixture was concentrated under reduced pressure. The residue was separated by silica gel column chromatography to obtain a colorless oily compound 10 (chemical structure is as follows: As shown), the isolated yield is 70%;

[0066] (2) Compound 10 was dissolved in a polar solvent DMF, 5 equivalents of potassium thioacetate were added, and the mixture was reacted at 35° C. for 6 h. After TLC showed that the reaction was complete, the mixture was concentrated under reduced pressure, and the residue was separated by silica gel column chromatography to obtain a colorless oily compound 11 (chemical structure is as follows: The isolated yield was 77%.

[0067] (3) Compound 11 was dissolved in an appropriate amount of methanol, 2.0 equivalents of NaOH were added, and the mixture was reacted at room temperature for 4 hours. After the reaction was detected by TLC, the mixture was neutralized with a cation exchange resin until the solution was acidic, and the mixture was concentrated under reduced pressure. The residue was dissolved in an aqueous solution, 1.5 equivalents of DTT were added, and the mixture was reacted at room temperature for 12 hours. After the reaction was detected by TLC, the mixture was concentrated under reduced pressure, and the residue was separated by silica gel column chromatography to obtain a colorless and transparent oily compound 12 (chemical structure is as follows: As shown), the fifth thiothiosugar, the separation yield is 90%;

[0068] (4) The fifth thiosulfosaccharide was dissolved in a polar solvent DMF, and 1.6 equivalents of tributylphosphine were added. The reaction was carried out in a photochemical reactor under 500 W ultraviolet light at room temperature for 0.5 h. After the reaction of the raw materials was completed by TLC, the solvent was directly distilled off under reduced pressure, and column chromatography was performed on a silica gel column to obtain compound 5, and the separation yield was 91% to 96%.

[0069] Example 3

[0070] This embodiment provides a compound 6 (chemical structure as shown in Formula 6: The preparation method of the invention comprises the following specific steps:

[0071] (1) Take 1 g of methyl α-galactoside and dissolve it in 10 mL of solvent (DMF: MeCN = 1:5), add an appropriate amount of TBAOAc, and slowly add 2.1 equivalents of purified Ac with a syringe. 2 O, reacted at 40°C for 12 hours, concentrated under reduced pressure, and the residue was separated by silica gel column chromatography to obtain a colorless oily compound 7 (chemical structure is as follows: As shown), the isolated yield is 80%;

[0072] (2) Dissolve compound 7 in CH 2Cl 2 Then put it in a low-temperature reactor at -30°C, add pyridine to the reactor, slowly add trifluoromethanesulfonic anhydride with a syringe, turn off the refrigeration, let the temperature slowly rise from -30°C, react for 3 hours, and add an appropriate amount of CH 2 Cl 2 Dilute with dilute HCl, saturated NaHCO 3 , water, saturated NaCl solution to wash the organic phase, anhydrous Na 2 SO 4 The product was dried and concentrated under reduced pressure. The concentrated product was dissolved in polar solvent DMF, 5.0 equivalents of KSAc were added, and the reaction was allowed to react at room temperature for 40 hours. After the reaction was completed by TLC, the reactant was poured into a saturated NaCl solution, extracted with EtOAc three times, and the organic phases were combined and anhydrous Na 2 SO 4 The residue was dried and concentrated under reduced pressure, and the residue was separated by silica gel column chromatography to obtain compound 13 (chemical structure is as follows: The isolated yield was 65%.

[0073] (3) Compound 13 was dissolved in methanol, 2.0 equivalents of NaOH were added, and the mixture was reacted at room temperature for 6 hours. After the reaction was completed by TLC, a cation exchange resin was added to neutralize the solution until it was acidic, and the solution was concentrated under reduced pressure. The residue was dissolved in an aqueous solution, 1.5 equivalents of DTT were added, and the mixture was reacted at room temperature for 12 hours. After TLC showed that the reaction was completed, the mixture was concentrated under reduced pressure, and the residue was separated by column chromatography using a silica gel column to obtain a colorless and transparent oily compound 14 (chemical structure is as follows: As shown), i.e., the sixth thiosulfosaccharide, the separation yield is 79%;

[0074] (4) The sixth thiothiosaccharide was dissolved in a polar solvent DMF (1 mL), and tributylphosphine or triethylphosphine (3.0 equivalents) and 2 mol% of Ru(bpy) were added. 3 Cl 2 (The chemical structure is as follows: The reaction was carried out under blue light (20W, 420-530nm) for 2-3 hours. After the reaction of the raw material was completed by TLC, the solvent was directly removed by vacuum distillation, and the compound 6 was obtained by column chromatography separation using a silica gel column, and the separation yield was 76%-88%.

[0075] In summary, the method for preparing deoxysugars based on photochemical reaction provided in the embodiments of the present application has high reaction efficiency and short reaction time. The raw materials can be completely consumed in only half an hour under ultraviolet light irradiation, and there are fewer by-products. The yield of most target product deoxysugars can reach 95%.

[0076] The present application is described in detail above. Specific examples are used in this article to illustrate the principles and implementation methods of the present application. The description of the above embodiments is only used to help understand the present application and its core ideas. It should be pointed out that for ordinary technicians in this technical field, without departing from the principles of the present application, several improvements and modifications can be made to the present application, and these improvements and modifications also fall within the scope of protection of the claims of the present application.

Claims

1. A method for preparing deoxysugar based on photochemical reaction, characterized in that: The following steps are involved: (1) The sugar raw materials undergo a thiolation reaction to generate thiosulfosaccharides; (2) dissolving the thiosulfosaccharide in a polar solvent to obtain a thiosulfosaccharide solution; (3) Mixing the mercaptosulfose solution with a trialkylphosphine compound and reacting them under light conditions to generate the aforementioned deoxysugar.

2. The method according to claim 1, characterized in that: The carbohydrate raw material described in (1) includes at least one of various monosaccharides and monosaccharide derivatives.

3. The method according to claim 1, characterized in that (1) The carbohydrate raw material is at least one of methyl α-galactoside and methyl α-glucose.

4. The method according to claim 1, characterized in that The thiosulfosaccharide produced in (1) is at least one of the following (a) to (f): (a) The chemical structure is as follows: The first thiosulfosaccharide shown; (b) The chemical structure is as follows: the second thiothiosugar shown; (c) The chemical structure is as follows: the third thiosulfosaccharide shown; (d) The chemical structure is as follows: the fourth thiothiosugar shown; (e) The chemical structural formula is as follows: The fifth thiothiosugar shown; (f) The chemical structural formula is as follows: The sixth thiosulfosaccharide is shown.

5. The method according to claim 1, characterized in that: The polar solvent in (2) is any one of N,N-dimethylformamide and methanol.

6. The method according to claim 1, characterized in that The trialkylphosphine compound in (3) is at least one of triethylphosphine, tributylphosphine and tri(2-carboxyethyl)phosphine.

7. The method according to claim 1, characterized in that The molar ratio of the trialkylphosphine compound to the mercaptosulfuric acid is 1.6 to 3:

1.

8. The method according to claim 1, characterized in that: The light mentioned in (3) is at least one of ultraviolet light or blue LED light.

9. The method according to claim 1, characterized in that: (3) The temperature condition for the light irradiation reaction is room temperature.

10. Use of the method according to any one of claims 1 to 9 in the preparation of 2-deoxy sugar or 2,4-deoxy sugar.

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