Method for synthesizing 2S,3R-p-methylsulfonephenylserine

A technology of thiamphenylphenylserine and p-thiamphenyl, applied in the field of synthesis of chiral 2S, 3R-p-thiamphenyl phenylserine, which can solve the problems of difficult reaction and difficult scale reaction

Inactive Publication Date: 2021-04-30
天津工微生物科技有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0009] However, experiments have shown that in the case of relatively high concentrations, the reaction is difficult, and it is difficult to carry out large-scale reactions

Method used

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  • Method for synthesizing 2S,3R-p-methylsulfonephenylserine
  • Method for synthesizing 2S,3R-p-methylsulfonephenylserine
  • Method for synthesizing 2S,3R-p-methylsulfonephenylserine

Examples

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Embodiment 1

[0021] Example 1. Preparation of chiral 2S, 3R-p-thiamphenicol phenylserine using transaldolase, aldehyde dehydrogenase and NAD oxidase

[0022] The reaction system (100 ml) in this example is composed of reaction solution, p-thymphenylbenzaldehyde, threonine, transaldolase, acetaldehyde condensing enzyme and NAD oxidase protein solution;

[0023] Among them, the reaction solution: 20 mM (pH 7.5) phosphate buffer solution; the concentration of p-thiamphenicyl benzaldehyde in the reaction system is 100 mM; transaldolase: the product number is GWTA08 commercial enzyme (purchased from Tianjin Industrial Microbiology Technology Co., Ltd. Company), the concentration in the reaction system is 1 mg / mL; acetaldehyde dehydrogenase, the product number is GWADR09 commercial enzyme (purchased from Tianjin Gong Microbiology Technology Co., Ltd.), the concentration in the reaction system is 0.5 mg / mL; NAD oxidase, the product number is GWAO16 commercial enzyme (purchased from Tianjin Gong M...

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Abstract

The invention discloses a method for synthesizing 2S,3R-p-methylsulfonephenylserine, wherein cheap p-methylsulfonebenzaldehyde and threonine are used as substrates, transaldolase is applied to drive a reaction, and acetaldehyde dehydrogenase and NAD oxidase are simultaneously added to eliminate the generation of by-product acetaldehyde. According to the invention, the method has mild reaction conditions, can greatly reduce the production cost, and can perform large-scale reactions.

Description

technical field [0001] The invention relates to the fields of chemical industry and pharmacy, in particular to a synthesis method of chiral 2S, 3R-p-thymphenylphenylserine. Background technique [0002] 2S,3R-P-thymphenylphenylserine is an important chemical raw material, mainly used in the synthesis of chemicals such as broad-spectrum antibacterial drug Florfenicol, and its structural formula is as follows: [0003] [0004] The current synthesis of chiral 2S,3R-p-thymphenylphenylserine is mainly realized by chemical method, which is prepared by condensation and split multi-step process. In industrial production, the chemical method steps are cumbersome and pollute the environment. Therefore, the development of a more environmentally friendly asymmetric synthesis method of 2S,3R-p-thymphenylphenylserine has important application value. [0005] Biologists have also made some attempts on the asymmetric synthesis of chiral 2S,3R-p-thymphenylphenylserine. Using p-thiamphe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P13/04
CPCC12P13/04
Inventor 不公告发明人
Owner 天津工微生物科技有限公司
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