102130-01-8

Basic information

• Product Name: 1,2-Propanediol, 3-chloro-, 2-acetate 1-(4-methylbenzenesulfonate), (R)-
• CAS NO: 102130-01-8
• Molecular Formula: C12H15ClO5S
• Molecular Weight: 306.767
• Mol File: 102130-01-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,2-Propanediol, 3-chloro-, 2-acetate 1-(4-methylbenzenesulfonate), (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Propanediol, 3-chloro-, 2-acetate 1-(4-methylbenzenesulfonate), (R)-(102130-01-8)
• EPA Substance Registry System: 1,2-Propanediol, 3-chloro-, 2-acetate 1-(4-methylbenzenesulfonate), (R)-(102130-01-8)

Safety Data

• Hazardous Substances Data: 102130-01-8(Hazardous Substances Data)

Upstream product

• 64-19-7 acetic acid 
• 102036-16-8 (R,S)-2-acetoxy-3-chloropropyl p-toluenesulfonate 
• 104-15-4 toluene-4-sulfonic acid 
• 102129-99-7 (R,S)-2-hydroxy-3-chloropropyl p-toluenesulfonate 
• 108-05-4 vinyl acetate 

Downstream Products

• 83398-53-2 (R)-3-chloro-2-hydroxypropyl 4-methylbenzenesulfonate 

Relevant articles and documents

Amine assisted enzymatic esterification of 1,2-diol monotosylates

The enzymatic esterification of 1,2-diol monotosylates in organic solvent under standard conditions often fails to achieve the desired 50% conversion due to enzyme inactivation by acidic contaminants. The inclusion of an amine affords rapid conversion to

Deracemization of 1,2-diol monotosylate derivatives by a combination of enzymatic hydrolysis with the Mitsunobu inversion using polymer-bound triphenylphosphine

The deracemization of 1,2-diol monotosylate derivatives is achieved by the sequential combination of enzymatic hydrolysis and Mitsunobu inversion using a polymer-bound triphenylphosphine. After the lipase-catalysed hydrolysis of the racemic 2-acetoxyhexyl tosylate, the subsequent Mitsunobu reaction without separation causes an inversion of the resulting (R)-alcohol to give the (S)-enantiomer of the acetate as a single product. In particular, the reaction using the polymer-bound triphenylphosphine also proceeds smoothly, and the product is easily separated by filtration from the polymer-bound reagent and its by-products. This deracemization process is applicable to the preparation of several optically active 1,2-diol monotosylates.