72229-29-9

Basic information

• Product Name: (R)-2-Acetoxy-bernsteinsaeuredimethylester
• Synonyms: (R)-2-Acetoxy-bernsteinsaeuredimethylester
• CAS NO: 72229-29-9
• Molecular Weight: 204.18
• Mol File: 72229-29-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (R)-2-Acetoxy-bernsteinsaeuredimethylester(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-Acetoxy-bernsteinsaeuredimethylester(72229-29-9)
• EPA Substance Registry System: (R)-2-Acetoxy-bernsteinsaeuredimethylester(72229-29-9)

Safety Data

• Hazardous Substances Data: 72229-29-9(Hazardous Substances Data)

Upstream product

• 70681-41-3 (R)-dimethyl malate 
• 108-24-7 acetic anhydride 
• 92381-33-4 Dimethyl (R,S)-2-O-Acetylmalate 

Downstream Products

• 70681-41-3 (R)-dimethyl malate 

Relevant articles and documents

A Biocatalytic Approach to the Enantioselective Synthesis of (R)- and (S)-Malic Acid

(S)-Diethyl malate 1a was prepared (70-80percent yield; >98percent optical purity) by an enantioselective reduction of sodium diethyl oxalacetate 2 by fermenting baker's yeast (Saccharomyces cerevisiae).Other microorganisms were tested for their capability of reducing 2.Most of them afforded (S)-1a with ee from 8 to 94percent and only Candida utilis, Aspergillus niger and Lactobacillus fermentum ILC G18D preferentially reduced compound 2 to (R)-1a. (R)-Dimethyl malate 1b was obtained from (R,S)-malate 1b by hydrolysis with pig liver esterase (PLE), the highest ee (93percent) being realized at 0 deg C in 20percent aqueous methanol.Enzymatic hydrolyses of protected malates 1d and 1e did not lead to improvement of the ee.