Bioscience, Biotechnology, and Biochemistry
Online ISSN : 1347-6947
Print ISSN : 0916-8451
Organic Chemistry
Enzymatically Enantioselective Hydrolysis of Prochiral 1,3-Diacyloxyglycerol Derivatives
Yoshihiko YASOHARANoriyuku KIZAKIKenji MIYAMOTOJunzo HASEGAWATakehisa OHASHI
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2001 年 65 巻 9 号 p. 2044-2049

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An enzymatically enantioselective ester hydrolysis of prochiral 1,3-diacyloxy-2-substituted-2-propanol to chiral 1-acyloxy-2,3-propanediol was studied. The (R)-monoester was prepared by selection of a suitable lipase and alkyl chain length of the substrate diester. Lipase D from Rhizopus delemer gave (R)-1-isobutyryloxy-2-(2,4-difluorophenyl)-2,3-propanediol with 97%ee and 87% yield at 15°C and pH 5.5. The (R)-monoester is a key intermediate of azole antifungal agents.

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© 2001 by Japan Society for Bioscience, Biotechnology, and Agrochemistry
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