108656-28-6

Upstream product

• 96795-22-1 (4R,5R)-4-hydroxymethyl-5-<4-(methylsulphonyl)phenyl>-2-oxazolidinone 
• 31925-29-8 (2S,3R)-2-amino-3-hydroxy-3-(4-methylsulfonylphenyl)propionic acid ethyl ester 
• 256475-83-9 (2S,3R)-methyl-2-amino-3-[4-(methylsulfonyl)phenyl]-3-hydroxy-propanoate 
• 5398-77-6 para-methanesulfonylbenzaldehyde 
• 1470142-34-7 4-((4S,5R)-4-(fluoromethyl)-2-oxooxazolidin-5-yl)benzene-1-sulfonyl chloride 
• 74-88-4 methyl iodide 
• 1470142-33-6 (4S,5R)-4-(fluoromethyl)-5-phenyloxazolidin-2-one 
• 108656-26-4 (1R,2R)-2-ethoxycarbonylamino-1-<4-(methylsulphonyl)phenyl>-1,3-propanediol 
• 96795-20-9 (1R,2R)-2-ethoxycarbonylamino-1-<4-(methylthio)phenyl>-1,3-propanediol 
• 96795-21-0 (4R,5R)-4-hydroxymethyl-5-<4-(methylthio)phenyl>-2-oxazolidinone 
• 51458-28-7 (1R,2R)-2-amino-1-<4-(methylsulphonyl)phenyl>-1,3-propanediol 
• 23150-35-8 (R*,R*)-(+)-thiomicamine 

Downstream Products

• 108656-29-7 (4S,5R)-N-(2,3-dimethylbenzoyl)-4-fluoromethyl-5-<4-(methylsulphonyl)phenyl>-2-oxazolidinone 
• 15318-45-3 thiamphenicol 
• 73231-34-2 Florfenicol 
• 108656-27-5 (1R,2S)-2-(2,3-dimethylbenzoyl)amino-3-fluoro-1-<4-(methylsulphonyl)phenyl>-1-propanol 
• 76639-93-5 (1R,2S)-2-amino-3-fluoro-1-<4-(methylsulphonyl)phenyl>-1-propanol 

Relevant academic research and scientific papers

Unified Strategy to Amphenicol Antibiotics: Asymmetric Synthesis of (-)-Chloramphenicol, (-)-Azidamphenicol, and (+)-Thiamphenicol and Its (+)-3-Floride

The asymmetric synthesis of (-)-chloramphenicol, (-)-azidamphenicol, and (+)-thiamphenicol and its (+)-3-floride, (+)-florfenicol, is reported. This approach toward the amphenicol antibiotic family features two key steps: (1) a cinchona alkaloid derived urea-catalyzed aldol reaction allows highly enantioselective access to oxazolidinone gem-diesters and (2) a continuous flow diastereoselective decarboxylation of thermally stable oxazolidinone gem-diesters to form the desired trans-oxazolidinone monoesters with two adjacent stereocenters that provide the desired privileged scaffolds of syn-vicinal amino alcohols in the amphenicol family.

A substituted 1,2-aminoalcohols method for preparation of drug

The invention discloses a preparation method of a substituted 1, 2-alkamine medicine. The preparation method comprises the following steps: dissolving a compound A into a solvent, then adding alkali, stirring, dripping a carbonylation agent, and after dripping, stirring, so as to obtain a compound B; dissolving the compound B into the solvent, adding a reducing agent, controlling the temperature of a reaction liquid to range from 10 DEG C below zero to 50 DEG C, and stirring, so as to obtain a compound C; adding the compound C into the solvent, using Ishikawa agent for fluoridation, after fluoridation, obtaining a compound D, removing the solvent, directly adding into acid for hydrolysis so as to obtain a compound E; resolving the compound E, ester and alkali into the solvent for reaction for 2 to 24 hours under a temperature of 0 to 50 DEG C, so as to obtain a compound F; the process route has the characteristics of short production period, low cost and high yield, the operation is simple and convenient, the product yield is increased while unit operation is shortened, and the preparation method is suitable for industrial production.

A novel no-carrier-added submicromolar scale radiosynthesis of [S-methyl-14C]-florfenicol

In this paper is reported a novel reaction scheme for the no-carrier-added submicromolar scale radiosynthesis of [S-methyl-14C]-florfenicol that has been newly designed, developed and employed by us successfully. The [ 14C]-product was obtained in an overall radiochemical yield of 30% based on [14C]-methyl iodide taken for the reaction with a radiochemical purity of more than 96%. The specific activity of the product was ~50 mCi (1.85 GBq)/mmol. Chlorosulfonation of compound I was followed by sodium salt formation in situ and it was succeeded by the introduction of [ 14C]-methyl group by coupling with [14C]-CH3I. Subsequently, the oxazolidin-2-one protecting group was opened up by a reaction with sulfuric acid in dioxane and later, the amino group was dichloroacetylated with methyl-2,2-dichloroacetate in triethylamine to obtain [S-methyl- 14C]-florfenicol. A novel method employing a newly designed reaction scheme for the no-carrier-added submicromolar scale radiosynthesis of [S-methyl-14C]-florfenicol has been developed and reported in this paper. An overall radiochemical yield of 30% based on [14C]-methyl iodide was obtained. The radiochemical purity of the final product obtained was more than 96% and specific activity was ~50 mCi (1.85 GBq)/mmol. Copyright

2-OXAZOLIDINONES AS REGIOSELECTIVE PROTECTION OF β-AMINO ALCOHOLS IN THE SYNTHESIS OF 2-AMINO-1-ARYL-3-FLUORO-1-PROPANOLS

The regioselective conversion of threo-2-ethoxycarbonylamino-1--1,3-propanediol, 4, into 4-hydroxymethyl-5--2-oxazolidinone, 8, is described as well as the use of this protection procedure in the synthesis of the fluoro analogue, 2, of thiamphenicol, 1.Methods of hydrolysis of the oxazolidinone ring are revisited for compound 11; new procedures via N-acylated intermediates have been investigated and their application is reported.