5-beta stereoselective reduction of 3-ketochol-4-enoic acids and derivatives thereof
By preferentially generating 5β-cholic acid derivatives through enzymatic and catalytic reduction methods, the problems of low preparation efficiency and high impurity content in existing technologies have been solved, and high-purity UDCA and TUDCA preparation has been achieved.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2024-09-11
- Publication Date
- 2026-04-10
AI Technical Summary
Existing methods for preparing cholic acid derivatives are inefficient, especially when 5β-stereoselectively reduces 4,5-unsaturated steroidal compounds, resulting in significant amounts of 5-α impurities. There is a lack of efficient methods for preparing 5β-cholic acid and cholanonic acid.
UDCA and TUDCA are prepared by contacting 3-ketocholesterol-4-enoic acid or its derivatives with At5βStR enzyme or its analogues under suitable conditions, or by hydrogen reduction in a trickle bed reactor packed with hydrogenation catalyst, preferentially generating 5β-products, and combining this with a series of chemical transformation steps such as hydroxylation, decarboxylation, and hydrolysis.
High stereoselectivity was achieved in the preparation of 5β-cholic acid derivatives, particularly UDCA and TUDCA, improving yield and purity while reducing the formation of 5α-isomers.
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Abstract
Citation Information
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