A Facile Preparation of Enantiomers of Ethyl 4,4,4-Trifluoro-3-(Indole-3-)Butyrate, a Novel Plant Growth Regulator

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概要

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• Malonic ester synthesis combined with lipase-catalyzed enantioselective partial hydrolysis was used to prepare enantiomers of ethyl 4,4,4-trifluoro-3-(indole-3-)butyrate, a novel plant growth regulator. Among six commercially available enzymes, lipase AK (a lipase from Pseudomonas sp.) showed high enantioselectivity and moderate reactivity. The hydrolysis of racemic diethyl 2,2,2-trifluoro-1-(indole-3-)ethylmalonate (DTFIE) with lipase AK gave, following usual treatment of the products, S-(+)-4,4,4-trifluoro-3-(indole-3-)butyric acid (TFIBA) ethyl ester having 95% e.e. and R-(-)-TFIBA ethyl ester having >99% e.e. The optimized conditions for lipase AK hydrolysis were 0.1M phosphate buffer (pH 6.0) containing 10% hexane at 45℃.

• 社団法人日本生物工学会の論文
• 1995-02-25

著者

• KATO Katsuya

  Department of Materials Science and Engineering, Graduate School of Engineering, Nagoya University

• KATO Katsuya

  National Institute of Advanced Industrial Science and Technology (AIST)

• KIMOTO Hiroshi

  Department of lmmunology, National lnstitute of Health of Japan

• FUJII SHOZO

  Department of Chemistry, National Industrial Research Institute of Nagoya

• KATAYAMA MASATO

  Department of Chemistry, National Industrial Research Institute of Nagoya

• Fujii Shozo

  Department Of Chemistry National Industrial Research Institute Of Nagoya

• Katayama Masato

  Department Of Agricultural Chemistry Nagoya University

• Kimoto H

  National Institute Of Advanced Industrial Scienec And Technology (aist)

• Fukaya H

  Tokyo Univ. Pharmacy And Life Sci. Tokyo Jpn

• Fukaya Haruhiko

  Department Of Chemistry National Industrial Research Institute Of Nagoya

• Kimoto Hiroshi

  Department Of Immunology Japnese Institute Of Infectious Diseases

• Kato Katsuya

  National Industrial Research Insitute Of Nagoya

• GAUTAM RAKESH

  Department of Chemistry, National Industrial Research Institute of Nagoya

• Katayama M

  Cooperative Research Laboratory For Plant Growth Regulator Development National Institute Of Advance

• Kato K

  National Institute Of Advanced Industrial Science And Technology (aist)

• Gautam R

  Laboratory Of Bioorganic Chemistry Department Of Chemistry National Industrial Research Institute Of

• Kato Katsuya

  Department Of Applied Biological Science Faculty Of Science And Technology Science University Of Tok

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