135204-35-2

Upstream product

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

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 academic research and scientific papers

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.

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 syn-thesis 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.