Preparation of Both Enantiomers of Ethyl 3-Hydroxybutanoate by Microbial Methods

Takeshi Sugai, Mitsuru Fujita, Kenji Mori

研究成果: Article査読

56 被引用数 (Scopus)

抄録

Both enantiomers of ethyl 3-hydroxybutanoate which are useful chiral starting materials for the synthesis of natural products containing CH3CH(OH)CH2R group have been prepared in a 3~18 g scale by microbial methods. Ethyl acetoacetate was enantio-selectively reduced to the 5-enantiomer by baker's yeast (in 83~90% e. e.) and by high temperature yeast (in 96% e. e., see Table 3). Asymmetric reductions by several brewer's yeasts (in 43~92% e. e.) and by commercially available HLADH, YADH (in 100% e. e.) gave also the 5-enantiomer. The R-enantiomer was prepared from poly (3-hydroxybutanoate) (PHB) produced by Zoogloea rami-gera, in 100% e. e. Their optical purities were determined by the HPLC analyses of the corresponding MTPA esters.

本文言語English
ページ(範囲)1315-1321
ページ数7
ジャーナルNippon Kagaku Kaishi
1983
9
DOI
出版ステータスPublished - 1983
外部発表はい

ASJC Scopus subject areas

  • 化学 (全般)
  • 化学工学(全般)

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