48 results about "Swern oxidation" patented technology

The invention provides a tulathromycin intermediate, a preparation method of the tulathromycin intermediate, and a preparation method of the tulathromycin. The preparation method of the tulathromycin has the advantages of mild condition, convenience for operation, and low cost. The preparation method of the tulathromycin comprises the following steps of: using azithromycin A as a raw material; protecting 2'-hydroxy and 6'-amino in the azithromycin A through di-tert-butyl dicarbonate so as to obtain double-protective azithromycin A; carrying out Swern oxidation to 4''-hydroxy to the double-protective azithromycin A; salifying along with trifluoroacetic acid; and synchronously removing boc t-butyloxycarbonyl to obtain the azithromycin A bitrifluoroacetic acid salt of 4''-carbonyl; and then reacting with trimethylsulfonium bromide to obtain 4''-epoxy compound; and finally carrying out nucleophilic addition on the 4''-epoxy compound by n-propylamine so as to obtain the phosphate of tulathromycin; and further neutralizing via alkaline to obtain the target compound tulathromycin; and synchronously obtaining the tulathromycin intermediate of azithromycin A bitrifluoroacetic acid salt of 4''-carbonyl.

The invention relates to a preparing method of a chenodeoxycholic acid derivative, and particularly relates to a preparing method of a compound shown as a formula I. The method includes (1) subjecting a compound shown as a formula 1 to Swern oxidation to obtain a compound shown as a formula 2; (2) subjecting the compound shown as the formula 2 to hydroxy protection to obtain a compound shown as a formula 3; (3) bringing the compound shown as the formula 3 into contact with iodoethane to obtain a compound shown as a formula 4; (4) subjecting the compound shown as the formula 4 to a reduction reaction to obtain a compound shown as a formula 5; and (5) bringing the compound shown as the formula 5 into contact with hydrogen under the existence of palladium / carbon that is a catalyst to obtain the compound shown as the formula I. The method is short in steps, simple in operation, and suitable for industrial production, and raw materials are easily available.

The invention discloses a synthesizing method of 1-benzyl-piperidone hydrochloride. The method comprises steps that: (1) 3-hydroxypyridine is added to an organic solvent, and is refluxed under a temperature of 100 to 110 DEG C; benzyl halide is dropped into the solution, and the refluxing reaction is continued for 2 to 4 hours, such that a product A is obtained; (2) the product A is added to an alcohol organic solvent; sodium borohydride is added to the solution under an ice bath; the temperature of the solution is recovered to room temperature; the solution is stirred for 10 to 15 hours; the reaction liquid is quenched by using water; the alcohol organic solvent is removed; the pH value of the solution is regulated to 1-2 by using strong acid; the solution is extracted by using an extractant, and a water phase is preserved; the pH value of the solution is regulated to 13-14 by using an alkali solution, such that a product B is obtained; (3) through a Swerns oxidation reaction, hydroxyl groups in the product B are oxidized into ketone groups; the product is washed; an organic phase is dried, filtered, and condensed; an ethyl acetate hydrochloride solution is added to the product until the pH value is 1-2; the product is stirred and cooled; when solid is completely precipitated, the product is filtered and dried by baking, such that 1-benzyl-piperidone hydrochloride is obtained. The invention is advantaged in low cost and safe operation.

The invention relates to a new synthesis route and method of a bedaquiline racemate, and belongs to the medical technical field. The method comprises the steps: (1) carrying out a reaction of a starting material 3-bromobenzyl-6-bromo-2-methoxyquinoline (II) with metal magnesium in THF to prepare a Grignard reagent, then adding 1-naphthaldehyde (III) in the prepared Grignard reagent, carrying out a reflux reaction to obtain a compound (IV) 2-(6-bromo-2-methoxyquinoline-3-yl)-1-(naphthalen-1-yl)-2-phenylethanol; (2) undergoing swern oxidation of the compound (IV) to obtain a carbonyl compound 2-(6-bromo-2-methoxyquinoline-3-yl)-1-(naphthalen-1-yl)-2-phenyl ethyl ketone (a compound V); and (3) carrying out a Grignard reaction of the compound (V) with the Grignard reagent (VI) to obtain the bedaquiline racemate (I). The method is simple in route, is mild in reaction conditions, low in cost, high in yield, and suitable for industrialized production application.

The invention relates to a preparation method of paricalcitol, which is characterized in that after hydroxyl in the vitamin D2 is protected by p-toluenesulfonates, in the presence of alkali, intramolecular cyclization reaction happens in methanol to generate a compound 5; the compound 5 undergoes allylic oxidation and hydroxyl is protected to obtain a key intermediate 7; in the presence of ozone,the side chains and exocyclic terminal double bonds of the key intermediate 7 are cut off to obtain a compound 8; the primary hydroxyl in the compound 8 is selectively protected, a three-membered ring is opened in the presence of acid and then hydroxyl is protected to obtain a key intermediate 11; after the secondary hydroxyl in the key intermediate 11 is protected by sulphonate, a compound 12 isobtained through reduction by LiAlH4; a compound 13 is obtained after the compound 12 is subjected to Swern oxidation and carries out Wittig reaction with the compound 12 to obtain a compound 14; andthe target compound can be obtained by removing the protective group in the compound 14. The reagents used in the method are simple and are convenient to operate, the reactions concerning regioselectivity and stereoselectivity are few, the route is shorter and 12 steps of reactions are carried out.

The invention discloses 4-(2-(2-methyl sulfoxide)ethyl)-4-nitrobenzene)morpholine shown in the formula (I) and preparation and application thereof. A preparation method includes the steps that 2-(2-chlorine-5 nitro)phenethyl alcohol shown in the formula (II) and morpholine are mixed to prepare 2-(2-morpholine-5-nitrobenzene)ethanol shown in the formula (III); bis(trichloromethyl)carbonate ester, a sodium methyl mercaptide aqueous solution and an aqueous hydrogen peroxide solution are sequentially added dropwise to 2-(2-morpholine-5-nitrobenzene)ethanol shown in the formula (III), and finally 4-(2-methyl sulfoxide)ethyl)-4-nitrobenzene)morpholine is prepared. According to the application of 4-(2-methyl sulfoxide)ethyl)-4-nitrobenzene)morpholine, the obtained Swern reagent reacts with an alcohol compound shown in the formula (IV), and aldehyde or ketone is prepared after after-treatment. The defects of an existing Swern oxidation method are overcome, generation of a stink byproduct dimethyl sulfide and toxic carbon monoxide is avoided from the source, the reaction temperature is increased to be -30 DEG C to 0 DEG C, and an odorless byproduct novel sulfur ether can be recycled and reused. The formulas are shown in the description.

The invention relates to a chemical synthesis method of natural product laetispicine. The method comprises the following steps of: obtaining a key intermediate parent nucleus part 1-phenyl-5-(3,4-methylene dioxybenzene ethyl) sulfonyl tetrazole by using piperonal as a raw material through the steps of Darzens condensation, hydrolysis, decarboxylation, reduction, condensation and oxidation; obtaining a key intermediate part 5-(tetrahydropyrane-2-ol) valeraldehyde by using pentanediol as a raw material through the steps of hydroxyl protection and oxidation; and then condensing the parent nucleus part and a side chain part and obtaining the target product laetispicine through deprotection, Swern oxidation, a Wittig-Horner reaction, hydrolysis and amidation. It is known from a hydrogen spectrum, a carbon spectrum and an infrared spectrum, the laetispicine synthesized by the invention is the same as natural laetispicine.

The invention provides a method for synthesizing a natural product Tarchonanthuslactone isomer. According to the method, methyl-3-hydroxybutyrate is used as a raw material, and PMB ester protection, LiALH4 reduction, Swern oxidation, Mukaiyama Aldol reaction, ester hydrolysis, Yanaguchi cyclization, de-protection and condensation are performed, so that the natural product Tarchonanthuslactone isomer is obtained. The synthetic route is novel and reasonable in design, the raw materials are cheap and easy to obtain, the operation process is simple and convenient, the reaction condition is mild, the rate is high, side reaction is less, the operation is simple and convenient, and the synthesizing cost is greatly reduced.

The invention relates to a preparation method of L-lyxose and relates to a five-carbon sugar. The invention provides a preparation method of L-lyxose and the method has cheap and easily available raw materials, fewer reagents and simple process. The technical scheme of the preparation method uses L-arabinose as a raw material; L-arabinose is subjected to hydroxyl protection and is reduced into a sugar alcohol, then the molecular configuration is changed under Swern oxidation condition, and finally the product L-lyxose with mirror symmetry conversion is obtained. The method comprises the following steps: synthesizing 5-O-triphenylmethyl-L-arabinose (2); synthesizing 5-O-triphenylmethyl-L-arabitol (3); synthesizing 5-O-triphenylmethyl-1,2,3,4-tetraacetylarabitol (4); synthesizing L-arabitol-1,2,3,4-tetraacetate (5); synthesizing L-lyxose-2,3,4,5-tetraacetate (6); and synthesizing L-lyxose (7).

The invention relates to a preparation method of paricalcitol, which is characterized in that after hydroxyl in the vitamin D2 is protected by p-toluenesulfonates, in the presence of alkali, intramolecular cyclization reaction happens in methanol to generate a compound 5; the compound 5 undergoes allylic oxidation and hydroxyl is protected to obtain a key intermediate 7; in the presence of ozone,the side chains and exocyclic terminal double bonds of the key intermediate 7 are cut off to obtain a compound 8; the primary hydroxyl in the compound 8 is selectively protected, a three-membered ring is opened in the presence of acid and then hydroxyl is protected to obtain a key intermediate 11; after the secondary hydroxyl in the key intermediate 11 is protected by sulphonate, a compound 12 isobtained through reduction by LiAlH4; a compound 13 is obtained after the compound 12 is subjected to Swern oxidation and carries out Wittig reaction with the compound 12 to obtain a compound 14; andthe target compound can be obtained by removing the protective group in the compound 14. The reagents used in the method are simple and are convenient to operate, the reactions concerning regioselectivity and stereoselectivity are few, the route is shorter and 12 steps of reactions are carried out.

The invention relates to a preparation method of tert-butyl-5-(hydroxymethyl)-7-oxa-2-azaspiro[3.5]nonane-2-formate, and mainly solves the technical problem that no proper industrial synthesis methodexists at present. The product is synthesized by six steps, and the preparation method comprises the steps: a first step, a compound 1 is subjected to Swern oxidation reaction to generate a compound 2; a second step, a compound 3 is obtained through a Horner-Wadsworth-Emmons reaction; a third step, a compound 4 is obtained through Michael addition; a fourth step, a compound 5 is obtained through reduction of the compound 4 with lithium tetrahydroaluminum; a fifth step, the compound 5 is dehydrated and retained with a ring to obtain a compound 6 under the action of sodium hydrogen; and a sixthstep, hydrogenation is preformed to remove a protective group, and then a protective group is added to obtain the target compound 7. The obtained compound is a useful intermediate or product for synthesis of many drugs.

The invention belongs to the field of chemical synthesis. The invention relates to a method of synthesis of 6-deoxy-L-talose,including: 1) performing glucoside protection of 1-positon hydroxyl of L-rhamnose in methanol solution by utilizing cation exchange resin (732H+type) to obtain a compound; 2) performing isopropylidene protection of hydroxyls at 2 and 3 positions of the compound to obtain a compound; 3) oxidizing 4-position hydroxyl of the compound to a ketone carbonyl group by utilizing a Swern oxidation system, so as to obtain a compound; 4) performing stereoselective reduction of 4-position carbonyl of the compound by utilizing sodium borohydride or sodium cyanoborohydride, so as to obtain a precursor compound with an opposite configuration to the raw materials, of 6-deoxy-L-talose; 5) refluxing the compound in sulfuric acid aqueous solution to hydrolyze to obtain 6-deoxy-L-talose. The preparing method using easily-available L-rhamnose having low price as the initial raw material, is a simple method, and is utility and efficient.

The invention belongs to the technical field of drug synthesis, and relates to a preparation method of a novel anticancer drug lanosterol derivative. According to the method, an intermediate LD-a is generated by taking lanosterol as a starting raw material under the protection of tert-butyl dimethyl silicon (TBS); a Sharpless asymmetric dihydroxylation reaction is carried out on the intermediate LD-a under the action of osmium tetroxide (OsO4), and a vicinal diol compound LD-b is generated; Swern oxidation is carried out on the LD-b compound under the a triethylamine alkaline condition, and aalpha-hydroxy-ketone compound LD-c is generated; an acylation reaction is carried out on the LD-c with acetic anhydride, and an intermediate LD-d is obtained; the intermediate LD-d is subjected to TBSremoval protection, and an intermediate LD-e is obtained; and finally, the target lanosterol derivative LD is obtained through epoxidation. According to the invention, the reaction conditions of allthe steps are relatively mild, the synthetic steps are short, the use of highly toxic or expensive reagents is avoided, the prepared product is high in purity, and the preparation method can be applied to industrial production.

The invention relates to a preparation method for trace tritiated biotoxin deoxynivalenol. The method comprises the following steps: using the deoxynivalenol as a raw materials, and phenylboronic acid to protect 7 alpha-position and 15-position hydroxies, and oxidizing 3-position hydroxyl through Swern Oxidation; using isopropyl alcohol as a resolvent, and adopting tritiated sodium boro-hydride to selectively reduce the 3-position carboxide, so as to obtain tritiated deoxynivalenol. The method has the advantages that the raw materials are easy to obtain, the reaction condition is mild, the operation is easy, and the obtained tritiated compound is clear in labeling position and stable; the chemical purity and the radiochemical purity of the product are not less than 98 percent, and the specific activity is 2.52 Ci / mmol. The method provides an important material foundation for carrying out poison mechanism and food safety evaluation of the deoxynivalenol in a deep-going way.

The invention relates to a method for preparing a clausenamide intermediate by a Swern oxidation process and belongs to the field of pharmaceutical chemicals. The method comprises a step of oxidizing N-methyl-N-(2-hydroxy-2-phenyl)ethyl-3-phenylglycidylamide (I) compound under an alkaline condition in a solvent to obtain a N-methyl-N-benzoylmethyl-3-phenylglycidylamide(II) compound.

The invention provides a tulathromycin intermediate, a preparation method of the tulathromycin intermediate, and a preparation method of the tulathromycin. The preparation method of the tulathromycin has the advantages of mild condition, convenience for operation, and low cost. The preparation method of the tulathromycin comprises the following steps of: using azithromycin A as a raw material; protecting 2'-hydroxy and 6'-amino in the azithromycin A through di-tert-butyl dicarbonate so as to obtain double-protective azithromycin A; carrying out Swern oxidation to 4''-hydroxy to the double-protective azithromycin A; salifying along with trifluoroacetic acid; and synchronously removing boc t-butyloxycarbonyl to obtain the azithromycin A bitrifluoroacetic acid salt of 4''-carbonyl; and then reacting with trimethylsulfonium bromide to obtain 4''-epoxy compound; and finally carrying out nucleophilic addition on the 4''-epoxy compound by n-propylamine so as to obtain the phosphate of tulathromycin; and further neutralizing via alkaline to obtain the target compound tulathromycin; and synchronously obtaining the tulathromycin intermediate of azithromycin A bitrifluoroacetic acid salt of 4''-carbonyl.

A sulphonyl tetrazole compound 7 with the following structure, its preparation method and its use for preparing laetispicine. The said sulphonyl tetrazole compound 7, (1-phenyl-5-(3,4-methylenedioxyphenyl ethyl) sulphonyl tetrazole), is obtained from piperonal as raw material and by steps of Darzens condensation, hydrolysis, decarboxylation, reduction, condensation and oxidation. Laetispicine is prepared from the said compound as raw material, by condensation with 9-carbonyl-2E-4E-nonadienoic acid isobutyramide (compound 14), or by reaction with 5-(tetrahydropyran-2-oxo) n-pentanal (compound 10), deprotection, Swern oxidation, Wittig-Horner reaction, hydrolysis and amidation. As shown in H NMR, C NMR, MS and IR, the laetispicine prepared from the above-said compound is consistent with the laetispicine extracted from natural products.

The invention relates to a new synthesis route and method of a bedaquiline racemate, belonging to the technical field of medicine. Its steps include: (1) starting material 3-bromobenzyl-6-bromo-2-methoxyquinoline (II) reacts with metal magnesium in THF to prepare Grignard reagent, and then 1-naphthaldehyde (III ) is added in the prepared Grignard reagent, and the reflux reaction obtains the compound (Ⅳ) "2-(6-bromo-2-methoxyquinoline-3-yl)-1-(naphthalene-1-yl)-2- Phenyl alcohol "; (2) make compound (IV) undergo swern oxidation to obtain carbonyl compound 2-(6-bromo-2-methoxyquinoline-3-yl)-1-(naphthalene-1-yl)-2 ‑Phenyl ethyl ketone (compound V); (3) Compound (V) reacts with Grignard reagent (VI) to obtain bedaquiline racemate (I). The method of the invention has simple and convenient route, mild reaction conditions, low cost and high yield, and is suitable for industrial production and application.

The invention discloses a preparation method of 4-amino-5-hexenoic acid hydrochloride, and belongs to the technical field of medical intermediates. The preparation method comprises the following steps: by taking 1, 4-butanediol as a raw material, carrying out single protection on tert-butyldimethylsilyl chloride to obtain 4-(tert-butyldimethylsilyl) oxo-1-butanol, carrying out Swern oxidation reaction to obtain 4-(tert-butyldimethylsilyl) n-butyraldehyde, carrying out Schiff base reaction on the 4-(tert-butyldimethylsilyl) n-butyraldehyde and p-toluenesulfonamide to obtain 4-(tert-butyldimethylsilyl)-butyl-toluenesulfonamide, and carrying out reduced pressure distillation on the 4-(tert-butyldimethylsilyl)-butyl-toluenesulfonamide to obtain 4-(tert-butyldimethylsilyl)-butyl-toluenesulfonamide. The preparation method comprises the following steps: reacting tert-butyl (6-hydroxyhexane-1-ene-3-yl) carbamate with a vinyl Grignard reagent, performing deprotection / Boc protection to obtain tert-butyl (6-hydroxyhexane-1-ene-3-yl) carbamate, oxidizing the tert-butyl (6-hydroxyhexane-1-ene-3-yl) carbamate in the presence of a catalyst TEMPO to obtain Boc-4-amino-4-vinyl butyric acid, and finally performing hydrogen chloride deprotection to obtain 4-amino-5-hexenoic acid hydrochloride. The raw materials are easy to obtain and low in price, the requirement for equipment is not high, the process is coherent, the number of purification steps is small, and the obtained product is high in quality and meets the industrial production standard.

The invention relates to a method for preparing a clausenamide intermediate by a Swern oxidation process and belongs to the field of pharmaceutical chemicals. The method comprises a step of oxidizing N-methyl-N-(2-hydroxy-2-phenyl)ethyl-3-phenylglycidylamide (I) compound under an alkaline condition in a solvent to obtain a N-methyl-N-benzoylmethyl-3-phenylglycidylamide(II) compound.

The present invention discloses a class of sulfur-containing polyethylene glycol derivatives, a preparation method thereof, and an application thereof in the selective oxidation of alcoholic hydroxyl groups. The derivatives are bis-methylthio polyethylene glycol and bis-methylsulfinyl polyethylene glycol, which are polyethylene glycol-supported methylthio and methylsulfinyl groups. The bis-methylthio polyethylene glycol can replace dimethyl sulfide as an activator in the Corey-Kim oxidation, and an important intermediate compound 2'-benzyloxycarbonyl-4"-oxoazithromycin A for the synthesis of tulathromycin is obtained with a yield of 78.8%; and 2'-benzyloxycarbonyl-4"-oxoazithromycin A is obtained with a yield of 90.3%. 5-O-(tert-butyldiphenylsilyl)-23-oxonimoctine, an important intermediate compound in the synthesis of moxidectin, is prepared using bis(methylsulfinyl)polyethylene glycol (PEG) as an oxidant in the Swern oxidation, replacing dimethyl sulfoxide. The sulfur-containing PEG derivatives of the present invention are low-cost to prepare and can be used in Corey-Kim and Swern oxidations, avoiding the use or production of foul-smelling dimethyl sulfide and providing a green environment for these reactions.

The invention discloses a 4-(2-(2-(methylsulfoxide)ethyl)-4-nitrophenyl)morpholine represented by formula (I), and discloses its preparation and application. Its preparation method is as follows: 2-(2-chloro-5 nitro)phenethyl alcohol and morpholine as shown in formula (II) are mixed to obtain 2-(2-morpholine-5 as shown in formula (III) -Nitrophenyl) ethanol; Then in (III), add dropwise two (trichloromethyl) carbonates successively, sodium methyl mercaptide aqueous solution, hydrogen peroxide aqueous solution, finally make 4-(2-(2-(form (sulfoxide)ethyl)-4-nitrophenyl)morpholine. Its application is to react the obtained swern reagent with the alcohol compound shown in formula (IV), and prepare the aldehyde or ketone shown in formula (V) through post-treatment. The present invention overcomes the shortcomings of the existing Swern oxidation method, avoids the generation of foul-smelling by-products dimethyl sulfide and toxic carbon monoxide from the source, increases the reaction temperature to -30°C to 0°C, and has no odor The by-product new sulfide can be recovered and reused.

The invention relates to a preparation method of L-lyxose and relates to a five-carbon sugar. The invention provides a preparation method of L-lyxose and the method has cheap and easily available raw materials, fewer reagents and simple process. The technical scheme of the preparation method uses L-arabinose as a raw material; L-arabinose is subjected to hydroxyl protection and is reduced into a sugar alcohol, then the molecular configuration is changed under Swern oxidation condition, and finally the product L-lyxose with mirror symmetry conversion is obtained. The method comprises the following steps: synthesizing 5-O-triphenylmethyl-L-arabinose (2); synthesizing 5-O-triphenylmethyl-L-arabitol (3); synthesizing 5-O-triphenylmethyl-1,2,3,4-tetraacetylarabitol (4); synthesizing L-arabitol-1,2,3,4-tetraacetate (5); synthesizing L-lyxose-2,3,4,5-tetraacetate (6); and synthesizing L-lyxose (7).

The invention provides a method for synthesizing moxidectin, comprising steps: 1) adding a protective substance to nimoctin M0 for reaction, and protecting the 3' hydroxyl of nimoctin M0 to obtain an upper-protected intermediate M1; 2) Using Dess Martin oxidant to oxidize the protected intermediate M1 to obtain the oxidized intermediate M2; 3) deprotect the oxidized intermediate M2 to obtain the deprotected intermediate M3; 4) subject the deprotected intermediate M3 to an oxime chemical reaction to obtain moxidectin MX. The present invention uses Dess Martin oxidant to replace the Swern oxidation system in the prior art and PCC / PDC oxidation to oxidize the protected intermediate M1 to obtain the key intermediate M2 of moxidectin. The oxidation condition is mild and can be carried out at room temperature. , no need to use low temperature; and the oxidation reaction has good selectivity and high yield, and the obtained oxidation intermediate M2 has high purity.

Described is a process of preparing 3-aryl, 4-aryloxy furan-5- ones which are useful as inhibitors of cyclooxygenase-2(COX-2). Such compounds are useful as anti-inflammatory agents. The process is directed to an asymmetric synthesis which involves: a trisubstituted styrene derivative preparation via Horner-Wadsworth-Emmons reaction and subsequent one pot trifluoromethylation of the allylic alcohol; preparation of the alpha -hydroxyl ketone using Sharpless assymmetric dihydroxylation and Swern oxidation; the esterification of the alpha -hydroxyl ketone with the phenoxy acetic acid; and the Dieckman condensation of the resulting ester.

The invention belongs to the field of chemical synthesis. The invention relates to a method of synthesis of 6-deoxy-L-talose,including: 1) performing glucoside protection of 1-positon hydroxyl of L-rhamnose in methanol solution by utilizing cation exchange resin (732H+type) to obtain a compound; 2) performing isopropylidene protection of hydroxyls at 2 and 3 positions of the compound to obtain a compound; 3) oxidizing 4-position hydroxyl of the compound to a ketone carbonyl group by utilizing a Swern oxidation system, so as to obtain a compound; 4) performing stereoselective reduction of 4-position carbonyl of the compound by utilizing sodium borohydride or sodium cyanoborohydride, so as to obtain a precursor compound with an opposite configuration to the raw materials, of 6-deoxy-L-talose; 5) refluxing the compound in sulfuric acid aqueous solution to hydrolyze to obtain 6-deoxy-L-talose. The preparing method using easily-available L-rhamnose having low price as the initial raw material, is a simple method, and is utility and efficient.

The invention belongs to the field of medicine synthesis, and relates to a preparing method of a miglitol intermediate. The method includes performing Swern oxidation by adopting tetrabenzyl glucose diol as a raw material to obtain a tetrabenzyl glucose dicarbonyl derivative, and directly subjecting the oxidation product without separation to a double reductive amination reaction with ethanolamine and sodium cyanoborohydride under the existence of a dehydrant to prepare tetrabenzyl miglitol that is an important intermediate for preparation of miglitol. The method is mainly advantageous in that: the tetrabenzyl glucose dicarbonyl derivative which is instable is directly used for the reaction in the next step without separation; proper reaction conditions are selected in the double reductive amination reaction step to directly obtain an optically pure target product 2-position of which is in an R configuration; steps of separation and purification for an enantiomer mixture are omitted, and loss caused by the steps is omitted; and the method is short in reaction time and high in yield.

The invention discloses a novel compound that is 6,6-dimethyl tetrahydropyran-2-methanol and a preparing method thereof. The method includes preparing benzyloxy ethanol by utilizing a sodium alkoxideprocess; then oxidizing the benzyloxy ethanol into benzyloxy acetaldehyde by utilizing a swern oxidation process; reacting the benzyloxy acetaldehyde and allyltributyltin prepared by utilizing a Grignard reaction to obtain 1-(benzyloxy)-4-penten-2-ol; subjecting the 1-(benzyloxy)-4-penten-2-ol and acetone to cyclization under catalysis of trimethylchlorosilane and potassium iodide to obtain 4-iodo-6,6-dimethyl tetrahydropyran-2-methanol; and subjecting the 4-iodo-6,6-dimethyl tetrahydropyran-2-methanol to hydrogenation to remove iodine to obtain the target product that is the 6,6-dimethyl tetrahydropyran-2-methanol. According to the method, reactions are relatively mild, products can be easily treated and purified, and the method is suitable for batch preparation, and therefore the methodhas important application value.