85199-56-0

Upstream product

• 186581-53-3 diazomethane 
• 78512-74-0 dimethyl (2R,3S)-2-hydroxy-3-methylsuccinate 
• 39637-99-5 (S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride 
• 85199-55-9 methyl 3-(furan-2-yl)-2-methyl-3-oxopropanoate 
• 85199-60-6 (R-(R^*,R^*))-β-hydroxy-α-methyl-2-furanpropanoate 
• 91487-28-4 (2R,3R)-3-Acetoxy-3-furan-2-yl-2-methyl-propionic acid methyl ester 
• 91487-33-1 dimethyl (2R,3S)-2-O-acetyl-3-methylmalate 
• 91487-27-3 3-Furan-2-yl-3-hydroxy-2-methyl-propionic acid methyl ester 
• 85199-61-7 (2S,3R)-methyl 3-(2-furyl)-3-hydroxy-2-methyl propionate 
• 77398-86-8 dimethyl (2R,3R)-2-hydroxy-3-methylsuccinate 
• 91487-32-0 (2R,3R)-2-Acetoxy-3-methyl-succinic acid dimethyl ester 
• 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 

Relevant academic research and scientific papers

SYNTHESIS OF FUNCTIONALIZED CHIRAL SYNTHONS VIA MICROBIOLOGICAL REDUCTION

Four functionalized chiral synthons 1-4 having high optical purity were prepared by microbiological asymmetric reduction.

Formal total syntheses of (-)-oudemansins A, B and X based on a lipase-catalysed hydrolysis of an acetate

A highly stereoselective synthesis of versatile chiral synthons possessing two stereogenic centres and based on the enzyme hydrolysis of an acetate, has been achieved and an application of this to the formal total synthesis of (-)-oudemansins A (1), B (2)

A highly stereoselective synthesis of the versatile chiral synthons possessing two stereogenic centers, the formal total syntheses of (-)- oudemansins A, B, and X

A highly stereoselective synthesis of the versatile chiral synthons possessing two stereogenic centers. (2R,3R)-8 and (2S,3S)-8 was achieved and the application of (2R,3R)-8 into the formal total syntheses of (-)- oudemansins A(2), B(3), and X(4) were des

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