2-deoxysugar and preparation method thereof

By using FeCl2 catalyst and phenylsilane reducing agent in a mixed solvent of aprotic solvent DMF and water, the efficient conversion of the alkenose substrate to 2-deoxysaccharide is achieved, and the problems of harsh reaction conditions and difficult stereoselective control in the prior art are solved, and an efficient and gentle preparation method is provided.

CN120484032APending Publication Date: 2025-08-15WUHAN INST OF TECH
View PDF 0 Cites 0 Cited by

Patent Information

Application Number
CN202510598714.5
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-05-09
Publication Date
2025-08-15

AI Technical Summary

Technical Problem

In the preparation of 2-deoxysaccharides, especially ester-protected enesugar substrates, the prior art faces the problems of harsh reaction conditions, many side reactions and difficult stereoselective control, resulting in low synthesis efficiency.

Method used

A mixed solvent system of aprotic organic solvent DMF and water was used, and the catalyst FeCl2 and reducing agent phenylsilane were added, and the reaction was carried out at room temperature to prepare 2-deoxysaccharide.

Benefits of technology

A highly efficient and gentle conversion of enesugar substrates into 2-deoxysaccharides is achieved, with a wide range of applications and high product purity. It is suitable for enesugar substrates of various protective groups, especially acyl-protected enesugar substrates.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure CN120484032A_ABST
    Figure CN120484032A_ABST
Patent Text Reader

Abstract

The invention discloses 2-deoxysugar and a preparation method thereof, and belongs to the technical field of organic synthetic chemistry. The preparation method of the 2-deoxysugar comprises the following steps: dissolving a glycal substrate in a mixed system of an aprotic organic solvent and water, then adding a catalyst FeCl2, and reacting with a reducing agent to obtain the 2-deoxysugar. In addition, the invention also provides the 2-deoxysugar which is prepared by the preparation method. According to the preparation method provided by the invention, the glycal substrate can be relatively efficiently converted into the corresponding 2-deoxysugar.
Need to check novelty before this filing date? Find Prior Art

Description

Technical Field

[0001] The present invention relates to the technical field of organic synthetic chemistry, and in particular to a 2-deoxysugar and a preparation method thereof. Background Art

[0002] Sugar molecules, as one of the biomolecules widely present in nature, play a vital role in life activities. 2-Deoxysugar is a type of sugar molecule in which the hydroxyl group at position 2 is replaced by a hydrogen atom. This modification gives 2-deoxysugar unique chemical and biological properties, making it an important structural unit in drug development. For example, unprotected 2-deoxyglucose (2-DG) is a drug molecule with therapeutic and diagnostic potential. It has demonstrated its medicinal efficacy in many fields and can be used as a cancer diagnostic agent, antiviral agent, anticancer agent, anti-epileptic agent, anti-angiogenic agent, and also has therapeutic effects on dermatitis and polycystic kidney disease. In addition, the biological activity of many natural products containing 2-deoxysugar rings is closely related to the carbohydrate structure they contain.

[0003] In the field of sugar chemical synthesis, a variety of simple and efficient synthetic methods have been developed for the conversion of glycans protected by ether groups such as benzyl to 2-deoxy sugars. However, it is worth noting that, especially when the reaction substrate is converted to glycans protected by ester groups such as acetyl, the existing synthetic systems face significant challenges, which are mainly attributed to the insufficient stability of the ester protecting group and the difficulty in controlling stereoselectivity. The synthetic schemes currently reported in the literature often rely on harsh conditions such as strong acid systems, which not only leads to an increase in side reactions, but also severely limits the scope of application of the substrate. Therefore, the development of new, efficient, convenient and mild transformation processes has important scientific significance and application value for promoting the synthesis of 2-deoxy sugars. Summary of the Invention

[0004] The purpose of the present invention is to overcome the above technical deficiencies, provide a 2-deoxy sugar and a preparation method thereof, and solve the technical problem of how to efficiently prepare 2-deoxy sugar in the prior art.

[0005] To achieve the above technical objectives, the technical solution of the present invention provides a method for preparing 2-deoxysugar, comprising the following steps: dissolving a glycalol substrate in a mixed system of an aprotic organic solvent and water, then adding a catalyst FeCl2 and a reducing agent to react to obtain the 2-deoxysugar.

[0006] In any embodiment, the aprotic solvent is DMF; and / or the reducing agent is phenylsilane.

[0007] In any embodiment, the amount of the aprotic solvent used is 5-10 ml / mmol of the glucoside substrate.

[0008] In any embodiment, the molar ratio of the catalyst to the glycal substrate is (0.2-0.5):1; and / or the volume ratio of the water to the aprotic organic solvent is 1:(4-9); and / or the molar ratio of the reducing agent to the glycal substrate is (1.5-2.0):1.

[0009] In any embodiment, the reaction time is 2-8 hours.

[0010] In any embodiment, the glycal substrate is a glycal substrate having a protecting group or a glycal substrate without a protecting group.

[0011] In any embodiment, the glycal substrate is an acyl-protected glycal substrate.

[0012] In any embodiment, the glycal substrate is one or more of the following compounds:

[0013]

[0014]

[0015] In any embodiment, the reaction further comprises separating by column chromatography and drying to obtain the 2-deoxysugar.

[0016] In any embodiment, before separation by column chromatography and drying, the steps further include: adding water, extracting with ethyl acetate, drying with anhydrous sodium sulfate, and evaporating the aprotic solvent under reduced pressure.

[0017] In addition, the present invention also provides a 2-deoxysugar prepared by the above preparation method.

[0018] In any embodiment, the 2-deoxysugar is one or more of the following compounds:

[0019]

[0020] Compared with existing technologies, the present invention has the following advantages: A cheap glucal substrate is dissolved in an appropriate amount of an aprotic solvent. Water and a reducing agent are then added. Under the action of the FeCl2 catalyst, the substrate and water react, resulting in a relatively efficient conversion of the glucal substrate into the corresponding 2-deoxysugar. Furthermore, the reaction proceeds in an open-air environment at room temperature, resulting in mild and simple reaction conditions. BRIEF DESCRIPTION OF THE DRAWINGS

[0021] Figure 1 The product of Example 1 of the present invention 1 H-NMR spectrum.

[0022] Figure 2 The product of Example 1 of the present invention13 C-NMR spectrum.

[0023] Figure 3 The product of Example 2 of the present invention 1 H-NMR spectrum.

[0024] Figure 4 The product of Example 2 of the present invention 13 C-NMR spectrum.

[0025] Figure 5 The product of Example 3 of the present invention 1 H-NMR spectrum.

[0026] Figure 6 The product of Example 3 of the present invention 13 C-NMR spectrum.

[0027] Figure 7 The product of Example 4 of the present invention 1 H-NMR spectrum.

[0028] Figure 8 The product of Example 4 of the present invention 13 C-NMR spectrum.

[0029] Figure 9 The product of Example 5 of the present invention 1 H-NMR spectrum.

[0030] Figure 10 The product of Example 5 of the present invention 13 C-NMR spectrum.

[0031] Figure 11 The product of Example 6 of the present invention 1 H-NMR spectrum.

[0032] Figure 12 The product of Example 6 of the present invention 13 C-NMR spectrum.

[0033] Figure 13 The product of Example 7 of the present invention 1 H-NMR spectrum.

[0034] Figure 14 The product of Example 7 of the present invention 13 C-NMR spectrum.

[0035] Figure 15 The product of Example 8 of the present invention 1 H-NMR spectrum.

[0036] Figure 16The product of Example 8 of the present invention 13 C-NMR spectrum.

[0037] Figure 17 The product of Example 9 of the present invention 1 H-NMR spectrum.

[0038] Figure 18 The product of Example 9 of the present invention 13 C-NMR spectrum.

[0039] Figure 19 The product of Example 10 of the present invention 1 H-NMR spectrum.

[0040] Figure 20 The product of Example 10 of the present invention 13 C-NMR spectrum. DETAILED DESCRIPTION

[0041] The "ranges" disclosed herein are defined in terms of lower and upper limits, where a given range is defined by selecting a lower limit and an upper limit, and the selected lower and upper limits define the boundaries of the particular range. Ranges defined in this manner can be inclusive or exclusive of the end values and can be combined arbitrarily, i.e., any lower limit can be combined with any upper limit to form a range. For example, if ranges of 60 to 120 and 80 to 110 are listed for a particular parameter, it is understood that ranges of 60 to 110 and 80 to 120 are also contemplated. Furthermore, if minimum range values of 1 and 2 are listed, and if maximum range values of 3, 4, and 5 are listed, the following ranges are all contemplated: 1 to 3, 1 to 4, 1 to 5, 2 to 3, 2 to 4, and 2 to 5. In this application, unless otherwise indicated, the numerical range "a to b" is a shorthand representation of any combination of real numbers between a and b, where a and b are both real numbers. For example, a numerical range of "0-5" indicates that all real numbers between "0-5" are listed herein, and "0-5" is simply an abbreviation for these numerical combinations. Furthermore, when a parameter is expressed as an integer ≥ 2, this is equivalent to disclosing that the parameter is, for example, an integer of 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, etc.

[0042] Unless otherwise specified, the terms "include" and "comprising" used in this application may be open-ended or closed-ended. For example, "include" and "comprising" may mean that other components not listed may also be included or that only the listed components are included.

[0043] Unless otherwise specified, the term "or" is used in this application to be inclusive. For example, the phrase "A or B" means "A, B, or both A and B." More specifically, the condition "A or B" is satisfied if any of the following conditions are met: A is true (or exists) and B is false (or does not exist); A is false (or does not exist) and B is true (or exists); or both A and B are true (or exist).

[0044] This specific embodiment provides a method for preparing 2-deoxysugar, comprising the following steps: dissolving a glycal substrate in a mixed system of an aprotic organic solvent and water, then adding a catalyst FeCl2, water, and a reducing agent to react to obtain the 2-deoxysugar; the aprotic solvent is DMF; and / or the reducing agent is phenylsilane; the amount of the aprotic solvent is 5-10 ml / mmol of the glycal substrate; the molar ratio of the catalyst to the glycal substrate is (0.2-0.5):1, preferably 0.2:1; the volume ratio of water to the aprotic organic solvent is 1:(4-9); and the molar ratio of the reducing agent to the glycal substrate is (1.5-2.0):1, preferably 1.5:1.

[0045] In some embodiments, the glycal substrate is a glycal substrate with a protecting group or a glycal substrate without a protecting group.

[0046] In some embodiments, the glycal substrate is an acyl-protected glycal substrate.

[0047] In some embodiments, the glycal substrate is one or more of the following compounds:

[0048]

[0049] In some embodiments, the reaction further comprises separating by column chromatography and drying to obtain the 2-deoxysugar.

[0050] In some embodiments, before separation by column chromatography and drying, the steps further include: adding water, extracting with ethyl acetate, drying over anhydrous sodium sulfate, and evaporating the aprotic solvent under reduced pressure.

[0051] In addition, the present invention also provides a 2-deoxysugar prepared by the above preparation method.

[0052] In some embodiments, the 2-deoxysugar is one or more of the following compounds:

[0053]

[0054] In order to make the purpose, technical solutions and advantages of the present invention more clearly understood, the present invention will be further described in detail below with reference to the accompanying drawings and embodiments. It should be understood that the specific embodiments described herein are only used to explain the present invention and are not intended to limit the present invention.

[0055] In the present invention, references to “some embodiments”, “this embodiment”, examples, etc. describe a subset of all possible embodiments, but it can be understood that “some embodiments” may be the same subset or different subsets of all possible embodiments, and may be combined with each other without conflict.

[0056] If similar descriptions of "first / second" appear in the application documents, the following explanation is added. In the following description, the terms "first\second\third" are merely used to distinguish similar objects and do not represent a specific order of the objects. It can be understood that "first\second\third" can be interchanged with the specific order or sequence where permitted, so that the embodiments described herein can be implemented in an order other than that illustrated or described herein.

[0057] In this embodiment, the term "and / or" is merely a description of the association relationship between associated objects, indicating that three relationships may exist. For example, object A and / or object B may represent three situations: object A exists alone, object A and object B exist at the same time, and object B exists alone.

[0058] Below, the embodiment of the present application is described. The embodiment described below is exemplary and is only used to explain the present application, and is not to be construed as limiting the present application. Where specific techniques or conditions are not specified in the embodiments, the techniques or conditions described in the literature in this area or the product specifications are used. Reagents or instruments used that do not specify the manufacturer are conventional products that can be obtained commercially.

[0059] Example 1

[0060] 41.6 mg of 3,4,6-tribenzyloxy-D-glucal was dissolved in 0.9 mL of N,N-dimethylformamide, and 2.5 mg of commercially available ferrous chloride (from Adamas Reagents) was added, along with 0.1 mL of water and 18.5 μL of phenylsilane. The reaction mixture was stirred at room temperature in an open air chamber for 4 hours. The mixture was then extracted with ethyl acetate (EA), dried over anhydrous sodium sulfate, and the solvent evaporated under reduced pressure. The product was separated by column chromatography and dried to yield 40.4 mg of the compound 3,4,6-tri-oxy-benzyl-2-deoxy-D-glucopyranose (93% yield). NMR analysis confirmed that the product was an α / β mixture of 3,4,6-tri-oxy-benzyl-2-deoxy-D-glucopyranose (α / β = 2.0:1). The hydrogen and carbon spectra of 3,4,6-tri-oxy-benzyl-2-deoxy-D-glucopyranose are shown as follows: Figure 1 and 2 shown.

[0061] The reaction formula is as follows:

[0062]

[0063] Example 2

[0064] 42.0 mg of 3,4,6-tribenzyloxy-D-galactol was dissolved in 0.9 mL of N,N-dimethylformamide, and 3.1 mg of commercially available ferrous chloride (from Adamas Reagent Co.) was added, along with 0.1 mL of water and 18.5 μL of phenylsilane. The reaction mixture was stirred at room temperature in an open air chamber for 4 hours. The product was then extracted with EA, dried over anhydrous sodium sulfate, and the solvent evaporated under reduced pressure. The product was separated by column chromatography and dried to yield 38.9 mg of 3,4,6-tri-oxy-benzyl-2-deoxy-D-galactopyranose in an 89% yield. NMR analysis confirmed that the product was an α / β mixture of 3,4,6-tri-oxy-benzyl-2-deoxy-D-galactopyranose (α / β = 2.0:1). The hydrogen and carbon spectra of 3,4,6-tri-oxy-benzyl-2-deoxy-D-galactopyranose are as follows: Figure 3 and Figure 4 shown.

[0065] The reaction formula is as follows:

[0066]

[0067] Example 3

[0068] 54.4 mg of 3,4,6-tri-O-acetyl-D-glucal was dissolved in 0.9 ml of N,N-dimethylformamide, and 5.0 mg of commercially available ferrous chloride (source: Adamas Reagent Company), 0.1 ml of water, and 37.0 μL of phenylsilane were added. The reaction mixture was stirred at room temperature in an open space for 4 hours. Afterwards, water was added and extracted with EA, dried over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure, and separated and dried by column chromatography to obtain 49.3 mg of compound 3,4,6-tri-O-acetyl-2-deoxy-D-pyranose glucose, with a yield of 85%. NMR analysis confirmed that the product was an α / β mixed 3,4,6-tri-O-acetyl-2-deoxy-D-pyranose glucose (α / β = 3.3:1). The hydrogen spectrum and carbon spectrum of 3,4,6-tri-O-acetyl-2-deoxy-D-pyranose glucose are as follows: Figure 5 and Figure 6 shown.

[0069] The reaction formula is as follows:

[0070]

[0071] Example 4

[0072] 69.8 mg of 3,4,6-tri-O-acetyl-D-galactol was dissolved in 0.9 mL of N,N-dimethylformamide, and 6.5 mg of commercially available ferrous chloride (from Adamas Reagent Co.) was added, along with 0.1 mL of water and 47.0 μL of phenylsilane. The reaction mixture was stirred at room temperature in an open air chamber for 4 hours. The product was then extracted with EA, dried over anhydrous sodium sulfate, and the solvent evaporated under reduced pressure. The product was separated by column chromatography and dried to yield 50 mg of 3,4,6-tri-O-acetyl-2-deoxy-D-galactopyranose in a 67% yield. NMR analysis confirmed the product to be an α / β mixture of 3,4,6-tri-O-acetyl-2-deoxy-D-galactopyranose (α / β = 2.0:1). The hydrogen and carbon spectra of 3,4,6-tri-O-acetyl-2-deoxy-D-galactopyranose are shown in Figure 2. Figure 7 and Figure 8 shown.

[0073] The reaction formula is as follows:

[0074]

[0075] Example 5

[0076] Take 29.1 mg of glucal, dissolve it in 1.0 ml of acetonitrile, dissolve it in 0.8 ml of N,N-dimethylformamide, add 5.9 mg of commercially purchased ferrous chloride (source: Adamas Reagent Company), as well as 0.2 ml of water and 37.0 microliters of phenylsilane. The reaction mixture was stirred and reacted for 4 hours at room temperature in an open space. Afterwards, it was separated and dried by column chromatography to finally obtain 27.0 mg of compound 2-deoxy-D-pyranose glucose with a yield of 83%. NMR analysis confirmed that the product was an α / β mixed 2-deoxy-D-pyranose glucose (α / β=1:1). The hydrogen spectrum and carbon spectrum of 2-deoxy-D-pyranose glucose are as follows: Figure 9 and Figure 10 shown.

[0077] It should be noted that the amount of solvent used in this embodiment is relatively small, and direct spin drying and column chromatography are performed without extraction treatment; if the reaction is scaled up, an extraction step is beneficial to the removal of the high-boiling-point solvent DMF.

[0078] The reaction formula is as follows:

[0079]

[0080] Example 6

[0081] 44.5 mg of 3,4,6-tri-O-methyl-D-glucal was dissolved in 0.9 ml of N,N-dimethylformamide, and 6.0 mg of commercially available ferrous chloride (source: Adamas Reagent Company), 0.1 ml of water, and 44.0 μL of phenylsilane were added. The reaction mixture was stirred at room temperature in an open space for 4 hours. Afterwards, water was added and extracted with EA, dried over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure, and separated and dried by column chromatography to obtain 25.9 mg of compound 3,4,6-tri-O-methyl-2-deoxy-D-pyranose, with a yield of 53%. NMR analysis confirmed that the product was an α / β mixed 3,4,6-tri-O-methyl-2-deoxy-D-pyranose (α / β = 3.0:1). The hydrogen spectrum and carbon spectrum of 3,4,6-tri-O-methyl-2-deoxy-D-pyranose are as follows: Figure 11 and Figure 12 The reaction formula is as follows:

[0082]

[0083] Example 7

[0084] 48.5 mg of 3,4,6-tri-O-benzoyl-D-glucal was dissolved in 0.9 mL of N,N-dimethylformamide, and 6.4 mg of commercially available ferrous chloride (from Adamas Reagent Co.) was added, along with 0.1 mL of water and 18.5 μL of phenylsilane. The reaction mixture was stirred at room temperature in an open air chamber for 4 hours. The mixture was then extracted with EA, dried over anhydrous sodium sulfate, and the solvent evaporated under reduced pressure. The product was separated by column chromatography and dried to yield 32 mg of 3,4,6-tri-O-benzoyl-2-deoxy-D-glucopyranose (63% yield). NMR analysis confirmed that the product was an α / β mixture of 3,4,6-tri-O-benzoyl-2-deoxy-D-glucopyranose (α / β = 3.5:1). The hydrogen and carbon spectra of 3,4,6-tri-O-benzoyl-2-deoxy-D-glucopyranose are shown in Figure 2. Figure 13 and Figure 14 shown.

[0085] The reaction formula is as follows:

[0086]

[0087] Example 8

[0088] 40.0 mg of 3,4,6-tri-O-trimethylacetyl-D-glucal was dissolved in 0.9 mL of N,N-dimethylformamide, and 6.4 mg of commercially available ferrous chloride (from Adamas Reagent Co.) was added, along with 0.1 mL of water and 18.7 μL of phenylsilane. The reaction mixture was stirred at room temperature in an open air chamber for 4 hours. The mixture was then extracted with EA, dried over anhydrous sodium sulfate, and the solvent evaporated under reduced pressure. The product was separated by column chromatography and dried to yield 32.0 mg of the compound 3,4,6-tri-O-trimethylacetyl-2-deoxy-D-glucopyranose (72% yield). NMR analysis confirmed that the product was an α / β mixture of 3,4,6-tri-O-trimethylacetyl-2-deoxy-D-glucopyranose (α / β = 3.5:1). The hydrogen and carbon spectra of 3,4,6-tri-O-trimethylacetyl-2-deoxy-D-pyranose are shown in Figure 2. Figure 15 and Figure 16 The reaction formula is as follows:

[0089]

[0090] Example 9

[0091] 40.6 mg of 3,4-di-O-acetyl-D-xylopyranose was dissolved in 0.9 ml of N,N-dimethylformamide, and 5.4 mg of commercially purchased ferrous chloride (source: Adamas Reagent Company), 0.1 ml of water and 37.0 μl of phenylsilane were added. The reaction mixture was stirred and reacted for 4 hours at room temperature in an open space. Afterwards, water was added and extracted with EA, dried over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure, separated and dried by column chromatography, and finally 30.0 mg of compound 3,4-di-O-acetyl-2-deoxy-D-xylopyranose was obtained with a yield of 59%. NMR analysis confirmed that the product was an α / β mixed 3,4-di-O-acetyl-2-deoxy-D-xylopyranose (α / β=2.0:1). The hydrogen spectrum and carbon spectrum of 3,4-di-O-acetyl-2-deoxy-D-xylopyranose are as follows: Figure 17 and Figure 18 shown.

[0092] The reaction formula is as follows:

[0093]

[0094] Example 10

[0095] 40.2 mg of 3,4-di-O-acetyl-D-arabinopyranose was dissolved in 0.9 ml of N,N-dimethylformamide, and 13.3 mg of commercially purchased ferrous chloride (source: Adamas Reagent Company), 0.1 ml of water and 37.0 μl of phenylsilane were added. The reaction mixture was stirred and reacted at room temperature in an open space for 4 hours. Afterwards, water was added and extracted with EA, dried over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure, separated and dried by column chromatography, and finally 32.4 mg of compound 3,4-di-O-acetyl-2-deoxy-D-arabinopyranose was obtained with a yield of 74%. NMR analysis confirmed that the product was an α / β mixed 3,4-di-O-acetyl-2-deoxy-D-arabinopyranose (α / β=2.0:1). The hydrogen spectrum and carbon spectrum of 3,4-di-O-acetyl-2-deoxy-D-arabinopyranose are as follows: Figure 19 and Figure 20 shown.

[0096] The reaction formula is as follows:

[0097]

[0098] Comparative Example 1

[0099] The difference between this comparative example and Example 1 is that an equal amount of ferric trifluoromethanesulfonate (Fe(OTf)3) is used instead of ferrous chloride, and the yield of the obtained 3,4,6-tris-oxybenzyl-2-deoxy-D-glucopyranose is 35%.

[0100] Other beneficial effects:

[0101] 1) Environmentally friendly and economical: This invention innovatively uses commercially available, green and non-toxic ferrous chloride as a catalyst. This iron catalyst is economical, paving the way for industrialized production and facilitating its realization, demonstrating enormous market potential and commercial value.

[0102] 2) Broad Substrate Applicability: Utilizing ferrous chloride as a catalyst, this invention successfully transforms glucalene substrates into 2-deoxysugars, resulting in high-purity, well-defined products. Importantly, this technology demonstrates exceptional applicability and flexibility in the conversion of acyl-protected glucalene substrates, significantly broadening its scope of application.

[0103] 3) This invention innovatively proposes a strategy using ferrous chloride as a catalyst to convert glycales to 2-deoxysugars. This strategy is applicable to a variety of glycal substrates with and without protecting groups, particularly acyl-protected glycal substrates. This method aims to fill the current gap in the art for simple, green catalytic acyl-protected glycal synthesis of 2-deoxysugars, and is dedicated to creating a new, efficient, and environmentally friendly pathway for converting simple, inexpensive glycals into relatively efficient 2-deoxysugars and preparing 2-deoxyglycosyl building blocks.

[0104] 4) In the present invention, the reaction solvent is a mixture of DMF (an organic solvent) and water (V: 9 / 1); FeCl2 catalyst and phenylsilane (a reducing agent) are then added to carry out the reaction. This reaction is an open-cell reaction, and no special sealing or gas protection measures are required.

[0105] The specific embodiments of the present invention described above do not limit the scope of protection of the present invention. Any other corresponding changes and modifications made based on the technical concept of the present invention should be included in the scope of protection of the claims of the present invention.

Claims

1. A method for preparing 2-deoxysugar, characterized in that: The method comprises the following steps: dissolving the glycalol substrate in a mixed system of an aprotic organic solvent and water, and then adding a catalyst FeCl2 and a reducing agent to react to obtain the 2-deoxysugar.

2. The method for preparing 2-deoxysugar according to claim 1, wherein The aprotic solvent is N,N-dimethylformamide; and / or the reducing agent is phenylsilane; and / or the amount of the aprotic solvent is 5-10 ml / mmol of glucoside substrate.

3. The method for preparing 2-deoxysugar according to claim 1, wherein The molar ratio of the catalyst to the glycal substrate is (0.2-0.5):1; and / or the volume ratio of the water to the aprotic organic solvent is 1:(4-9); and / or the molar ratio of the reducing agent to the glycal substrate is (1.5-2.0):1; and / or the reaction time is 2-8 hours.

4. The method for preparing 2-deoxysugar according to claim 1, wherein The glycal substrate is a glycal substrate with a protecting group or a glycal substrate without a protecting group.

5. The method for preparing 2-deoxysugar according to claim 4, wherein The glycal substrate is an acyl-protected glycal substrate.

6. The method for preparing 2-deoxysugar according to claim 4, wherein The glycal substrate is one or more of the following compounds:

7. The method for preparing 2-deoxysugar according to claim 1, wherein After the reaction, the 2-deoxysugar is separated by column chromatography and dried.

8. The method for preparing 2-deoxysugar according to claim 7, wherein Before separation by column chromatography and drying, the method further comprises the following steps: adding water and extracting with ethyl acetate, drying with anhydrous sodium sulfate, and evaporating the aprotic solvent under reduced pressure.

9. A 2-deoxysugar, characterized in that Prepared by the preparation method according to any one of claims 1 to 8.

10. The 2-deoxysugar according to claim 9, characterized in that The 2-deoxysugar is one or more of the following compounds: