135204-35-2

Basic information

• Product Name: (4R,5S)-3-acetyl-2,2-dimethyl-5-[4-(methylsulfanyl)phenyl]-1,3-oxazolidine-4-carbaldehyde
• CAS NO: 135204-35-2
• Molecular Formula: C₁₅H₁₉NO₃S
• Molecular Weight: 293.3813
• Mol File: 135204-35-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 467.095°C at 760 mmHg
• Flash Point: 236.291°C
• Density: 1.217g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.582
• CAS DataBase Reference: (4R,5S)-3-acetyl-2,2-dimethyl-5-[4-(methylsulfanyl)phenyl]-1,3-oxazolidine-4-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5S)-3-acetyl-2,2-dimethyl-5-[4-(methylsulfanyl)phenyl]-1,3-oxazolidine-4-carbaldehyde(135204-35-2)
• EPA Substance Registry System: (4R,5S)-3-acetyl-2,2-dimethyl-5-[4-(methylsulfanyl)phenyl]-1,3-oxazolidine-4-carbaldehyde(135204-35-2)

Safety Data

• Hazardous Substances Data: 135204-35-2(Hazardous Substances Data)

Upstream product

• 135204-34-1 (4S,5S)-3-acetyl-2,2-dimethyl-4-(hydroxymethyl)-5-<4-(methylthio)phenyl>-1,3-oxazolidine 
• 13530-68-2 dichromic acid 
• 14000-31-8 pyrophosphoric acid 
• 67-68-5 dimethyl sulfoxide 
• 773-64-8 2-mesitylenesulphonyl chloride 
• 98-09-9 benzenesulfonyl chloride 
• 6553-96-4 2,4,6-triisopropylphenylsulfonyl chloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 114615-82-6 tetrapropylammonium perruthennate 
• 79-37-8 oxalyl dichloride 
• 135204-38-5 (4S,5S)-5-(4-methylthiophenyl)-4-hydroxymethyl-2,2-dimethyl-1,3-oxazolidine 
• 16854-32-3 (1S,2S)-(+)-thiomicamine 
• 135204-33-0 (4S,5S)-5-(4-methylthiophenyl)-4-acetoxymethyl-3-acetyl-2,2-dimethyl-1,3-oxazolidine 

Downstream Products

• 135204-36-3 (4S,5S)-3-acetyl-2,2-dimethyl-4-formyl-5-<4-(methylthio)phenyl>-1,3-oxazolidine 
• 135204-55-6 (4R,5S)-4-(acetoxymethyl)-3-acetyl-2,2-dimethyl-5-<4-(methylthio)phenyl>-1,3-oxazolidine 
• 135204-37-4 (4R,5S)-3-acetyl-2,2-dimethyl-4-(hydroxymethyl)-5-<4-(methylthio)phenyl>-1,3-oxazolidine 
• 27348-48-7 (+)-(1S,2R)-2-amino-1-<4-(methylthio)phenyl>-1,3-propanediol 
• 135761-10-3 Acetic acid (R)-2-methyl-5-(4-methylsulfanyl-phenyl)-4,5-dihydro-oxazol-4-ylmethyl ester; compound with methanesulfonic acid 
• 23150-35-8 (R*,R*)-(+)-thiomicamine 

Relevant articles and documents

Process for the stereochemical inversion of (2S,3S)-2-amino-3-phenyl-1,3-propanediols into their (2R,3R) enantiomers

A four step process for transforming (2S,3S)-2-amino-3-phenyl-1,3-propanediols into their (2R,3R)-enantiomers is described. The final compounds are useful intermediates for the synthesis of antibiotics like Chloramphenicol, Thiamphenicol and Florfenicol. The starting products generally are discard products in the synthesis of said antibiotics.

Direct Conversion of (1S,2S)-2-Amino-1--1,3-propanediol into Its Enantiomer for Efficient Synthesis of Thiamphenicol and Florfenicol

The usual synthesis of thiamphenicol and florfenicol involves the resolution of racemic threo-2-amino-1--1,3-propanediol into its 1S,2S and 1R,2R isomers ((+)-3 and (-)-3), of which only the latter is a useful precursor.An efficient conversion of the 1S,2S isomer into the 1R,2R enantiomer in high yield, is described.