Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
The Use of Microorganisms in Organic Synthesis. III. Microbiological Asymmetric Reduction of Methyl 3-(2-Furyl)-2-methyl-3-oxopropionate
秋田 弘幸古市 昭也越地 弘子堀越 弘毅大石 武
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キーワード: yeast
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1984 年 32 巻 4 号 p. 1333-1341

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Microbiological asymmetric reduction of methyl 3-(2-furyl)-2-methyl-3-oxopropionate (5) by various yeasts was carried out. Four kinds of methyl 3-(2-furyl)-3-hydroxy-2-methyl propionates (6a-6d) could be obtained separately from the prochiral β-keto ester 5 by reduction with properly selected microorganisms. In particular, the desired syn-isomer 6a was obtained with high optical purity (>99% e.e.). Both the chemical yield and the optical purity of the reduction products (6a-6d) were significantly improved when fermentation was carried out on a large scale using a 30 1 jar fermentor or a 200 1 tank.

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© The Pharmaceutical Society of Japan
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