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Method for synthesizing tauroursodeoxycholic acid under catalysis of boric acid ester

A technology of tauroursodeoxycholic acid and ursodeoxycholic acid is applied in the field of synthesizing tauroursodeoxycholic acid under the catalysis of borate ester, and can solve the problems of unsuitable industrial production and high cost of synthesis method

Active Publication Date: 2021-04-13
CHONGQING KINBEAR BIOTECHNOLOGY CO LTD
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Problems solved by technology

[0004] The present invention intends to provide a method for synthesizing tauroursodeoxycholic acid under the catalysis of boric acid ester to solve the problem in the prior art that the synthetic method has high cost and is not suitable for industrial production when tauroursodeoxycholic acid is chemically synthesized. question

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  • Method for synthesizing tauroursodeoxycholic acid under catalysis of boric acid ester
  • Method for synthesizing tauroursodeoxycholic acid under catalysis of boric acid ester
  • Method for synthesizing tauroursodeoxycholic acid under catalysis of boric acid ester

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Embodiment 1

[0029] Ursodeoxycholic acid (cas: 128-13-2), taurine (cas: 07-35-7), and tauroursodeoxycholic acid (cas: 14605-22-2) are shown in formula (I) -shown in formula (III), the molecular formula of borate is: B(OCH(CF 3 ) 2 ) 3 , The synthesis process of tauroursodeoxycholic acid in this embodiment is shown in formula (IV).

[0030]

[0031] The method for synthesizing tauroursodeoxycholic acid under borate catalysis, comprises the steps:

[0032] S1: Add 1 mol of ursodeoxycholic acid to an organic solvent, place it on a magnetic stirrer, and stir evenly at a speed of 180 rpm. The organic solvent in this example is dichloromethane, ursodeoxycholic acid and organic The solvent addition ratio is 1g: 4ml;

[0033] S2: Add 1 mol of taurine and 1.5 mol of borate to the above-mentioned dissolved reaction system, after the addition is completed, react for 6 hours under reflux to obtain tauroursodeoxycholic acid;

[0034] S3: After the reaction, extract, wash, acidify, filter and co...

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Abstract

The invention relates to the technical field of drug synthesis, and discloses a method for synthesizing tauroursodeoxycholic acid under the catalysis of boric acid ester. Ursodeoxycholic acid and taurine react under the action of boric acid ester to obtain tauroursodeoxycholic acid, and the molecular formula of boric acid ester is B (OCH (CF3) 2) 3. Boric acid ester is used as a catalyst to synthesize tauroursodeoxycholic acid, the method is high in atom utilization rate, a product with a single structure is obtained, the application range of a substrate is wide, and the tolerance of functional groups is high; the problems of high synthesis cost and difficulty in industrial application in the prior art are solved.

Description

technical field [0001] The invention relates to the technical field of drug synthesis, in particular to a method for synthesizing tauroursodeoxycholic acid under borate catalysis. Background technique [0002] Tauroursodeoxycholic acid is the active ingredient of bear bile, referred to as TUDCA, and its chemical name is 3α, 7β-dihydroxy-cholanoyl-N-taurine. Tauroursodeoxycholic acid has antispasmodic, anticonvulsant, anti-inflammatory and gallstone-dissolving effects, and is mainly used clinically for the treatment of gallbladder cholesterol stones, primary sclerosing cholangitis, primary biliary cirrhosis and chronic hepatitis C virus infection. Hepatitis, etc., have attracted the attention of the majority of synthetic workers. [0003] Tauroursodeoxycholic acid is a conjugated bile acid formed by shrinking between the carboxyl group of ursodeoxycholic acid and the amino group of taurine. In recent years, the research on tauroursodeoxycholic acid has been very active. Its ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J41/00B01J31/14
CPCC07J41/0066B01J31/146
Inventor 王丹丹王伯初赵志斌程雷丁峰曹海兵曹林丹
Owner CHONGQING KINBEAR BIOTECHNOLOGY CO LTD
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