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Preparation method of chiral 4-hydroxy-4 phenyl butyric acid ester

A technology of ethyl phenylbutyrate and hydroxyl, which is applied in the field of biochemistry, can solve the problems of large environmental pollution and expensive metal catalysts, and achieve the effect of improving the conversion rate

Inactive Publication Date: 2014-07-30
ZUNYI MEDICAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chemical methods mainly use metal catalysts, which are expensive and cause great environmental pollution.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] A preparation method of chiral 4-hydroxy-4-phenylbutyric acid ethyl ester, comprising the following steps:

[0017] (1) Preparation of strains: Candida magnolia ( Candida magnoliae CGMCC 2.1919) (purchased from the Culture Collection Center of the Institute of Microbiology, Chinese Academy of Sciences) sterilized at 121 °C for 20 min with PYG medium (peptone 10.0 g, yeast extract 5.0 g, glucose 1.0 g, agar 15.0 g, distilled water 1.0 L, (pH 6.8-7.0) plates were streaked, cultured at 25°C for 1 day, and single colonies were picked, used as seeds for slant culture, and stored in a 4°C refrigerator for about 2 days later;

[0018] (2) Cell culture: Pick the seeds cultivated on the slant above, and inoculate into 50 mL of 10 mL of PYG medium (peptone 10.0 g, yeast extract 5.0 g, glucose 1.0 g, distilled water 1.0 L, pH 6.8-7.0). In shake flasks, cultured at 30 °C and 200 rpm for 24 h, inoculated 5% of the inoculum into a 500 mL large shake flask containing 100 mL of grow...

Embodiment 2

[0022] A preparation method of chiral 4-hydroxy-4-phenylbutyric acid ethyl ester, comprising the following steps:

[0023] (1) Preparation of strains: Saccharomyces cerevisiae ( Saccharomyces cerevisiae CGMCC 2.399) (purchased from the Culture Collection Center of the Institute of Microbiology, Chinese Academy of Sciences) sterilized at 121 °C for 20 min with PYG medium (peptone 10.0 g, yeast extract 5.0 g, glucose 1.0 g, agar 15.0 g, distilled water 1.0 L, (pH 6.8-7.0) plate, and cultured at 30°C for 1 day, picked a single colony, used as seeds for slant culture, and stored in a 4°C refrigerator for about 2 days later;

[0024] (2) Cell culture: Pick the seeds cultivated on the slant above, and inoculate into 50 mL of 10 mL of PYG medium (peptone 10.0 g, yeast extract 5.0 g, glucose 1.0 g, distilled water 1.0 L, pH 6.8-7.0). In shake flasks, cultured at 30 °C and 200 rpm for 24 h, inoculated 5% of the inoculum into a 500 mL large shake flask containing 100 mL of growth ...

Embodiment 3

[0028] A preparation method of chiral 4-hydroxy-4-phenylbutyric acid ethyl ester, comprising the following steps:

[0029] (1) Preparation of strains: Candida magnolia ( Candida magnoliae CGMCC 2.1919) (purchased from the Culture Collection Center, Institute of Microbiology, Chinese Academy of Sciences) PYG medium (10.0 g peptone, 5.0 g yeast extract, 1.0 g glucose, 15.0 g agar, 1.0 L distilled water, sterilized at 121 °C for 20 min, (pH 6.8-7.0) plate was marked, cultured at 25-30 ℃ for 1 day, single colonies were picked, used as seeds for slant culture, and stored in 4 ℃ refrigerator for about 2 days later;

[0030] (2) Cell culture: Pick the seeds cultivated on the slant above, and inoculate into 50 mL of 10 mL of PYG medium (peptone 10.0 g, yeast extract 5.0 g, glucose 1.0 g, distilled water 1.0 L, pH 6.8-7.0). In shake flasks, cultured at 30 °C and 200 rpm for 24 h, inoculated 5% of the inoculum into a 500 mL large shake flask containing 100 mL of growth medium, cul...

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Abstract

The invention discloses a preparation method of chiral ethyl 4-hydroxy-4-phenylbutyrate, comprising the following steps: killing Candida magnoliae (CGMCC2.1919) or Saccharomyces cerevisiae (SaccharomycescerevisiaeCGMCC2.399) at 121°C Streak on the PYG medium plate with bacteria for 20 minutes, pick a single colony after static culture at 25-30°C for 1 day, and use it as a seed for static culture on a slant, and store it at 4°C after 2 days of growth for later use; conventional cell culture: conventional biotransformation . The product obtained by the invention has high optical purity, low cost, safety and environmental protection.

Description

technical field [0001] The invention relates to the technical field of biochemistry, in particular to a preparation method of chiral ethyl 4-hydroxy-4-phenylbutyrate. Background technique [0002] γ-hydroxy acid ester is an important class of chemical and pharmaceutical intermediates and an important structural unit of many important biologically active compounds. Its chiral single enantiomer ( R )and( S )-γ-hydroxy acid esters are important chiral building blocks, and ethyl 4-hydroxy-4-phenylbutyrate and its derivatives are important structural units for the synthesis of chiral lactones or other chemical and pharmaceutical compounds. [0003] The currently known methods for preparing chiral ethyl 4-hydroxy-4-phenylbutyrate usually employ chemical catalysts and enzyme-catalyzed asymmetric reduction methods of ketoesters. Chemical methods mainly use metal catalysts, which are expensive and cause great environmental pollution. Contents of the invention [0004] The object...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P7/62C12R1/865C12R1/72
Inventor 陈永正卓俊睿郑代军
Owner ZUNYI MEDICAL UNIVERSITY
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