85249-22-5

Basic information

• Product Name: 2-Methyl-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-succinic acid dimethyl ester
• CAS NO: 85249-22-5
• Molecular Weight: 392.329
• Mol File: 85249-22-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Methyl-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-succinic acid dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-succinic acid dimethyl ester(85249-22-5)
• EPA Substance Registry System: 2-Methyl-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-succinic acid dimethyl ester(85249-22-5)

Safety Data

• Hazardous Substances Data: 85249-22-5(Hazardous Substances Data)

Upstream product

• 78512-74-0 dimethyl (2R,3S)-2-hydroxy-3-methylsuccinate 
• 39637-99-5 (S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride 
• 77398-86-8 dimethyl (2R,3R)-2-hydroxy-3-methylsuccinate 
• 186581-53-3 diazomethane 
• 95335-47-0 methyl 2-methyl-3-oxo-3-(thiophen-2-yl)propanoate 
• 20445-33-4 (R)-methoxytrifluoromethylphenylacetyl chloride 
• 50460-80-5 (2S)-2-Hydroxy-3-methyl-bernsteinsaeuredimethylester 
• 85199-58-2 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1S,2S)-1-furan-2-yl-2-methoxycarbonyl-propyl ester 
• 85199-58-2 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1S,2R)-1-furan-2-yl-2-methoxycarbonyl-propyl ester 
• 50460-80-5 dimethyl (2R,3RS)-2-hydroxy-3-methylsuccinate 
• 50460-80-5 dimethyl 2-hydroxy-3-methylbutane-1,4-dioate 
• 608-41-3 erythro-2-hydroxy-3-methylbutane-1,4-dioic acid 
• 91487-35-3 (2S,3R)-2-Acetoxy-3-methyl-succinic acid dimethyl ester 
• 91487-28-4 (2R,3R)-3-Acetoxy-3-furan-2-yl-2-methyl-propionic acid methyl ester 

Relevant articles and documents

The use of microorganisms in oraganic synthesis. V. Microbiological asymmetric reduction of methyl 2-methyl-3-(2-thienyl)-3-oxopropionate

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The Use of Microorganisms in Organic Synthesis. II. Microbiological Asymmetric Reduction of 2-Methyl-3-oxosuccinates

In order to synthesize four optically active methyl 2-methylmalates (10-13), microbiological asymmetric reduction of the corresponding dimethyl 2-methyl-3-oxosuccinate (9) was carried out.The β-keto diester 9 was found to be reduced by fermenting baker's yeast (Saccharomyces cerevisiae) and Candida albicans to afford a mixture of the (2R,3R)-isomer 10 and the (2S,3R)-isomer 11.Although the optical purity of 10 produced by Candida albicans was reasonably high (95percent e.e.), optical yields of other products were unexpectedly low.However, identification of the four possible isomers 14-17 was found to be easily carried out by means of nuclear magnetic resonance spectroscopy.Keywords - α-methyl-β-keto ester; methylmalate; asymmetric reduction; microbiological reduction; yeast; methyl 2-methylmalate