Patent · US Expired

Process for preparing high purity ursodeoxycholic acid

US4379093A · kind A · utility

3Cited by
1References
4Claims
0Family size

Assignee

Inventors

Key dates

Filing dateJun 24, 1981
Grant dateApr 5, 1983
Priority date
Expiry dateJun 24, 2001

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07J9/005
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

A process for preparing very pure ursodeoxycholic acid starting from cholic acid (I) by: PA1 (a) selectively oxidizing it to 3 alpha, 12 alpha-dihydroxy-7-ketocholanic acid (II) PA1 (b) reducing acid (II) to 3 alpha, 7 beta, 12 alpha-trihydroxy-cholanic acid (III) PA1 (c) oxidizing a 3,7-ester of acid (III) to 3 alpha, 7 beta-dihydroxy-12-keto-5-beta-cholanic acid (IV) by treatment with hypochlorite followed by hydrolysis PA1 (d) preparing the tris-trimethylsilyl derivative of acid (IV) PA1 (e) eliminating the trimethylsilyl groups PA1 (f) reducing the very pure acid (IV) by the Wolff-Kishner method to ursodeoxycholic acid. Alternatively, the Wolff-Kishner method can be applied directly to the tris-trimethylsilyl derivative, and the trimethylsilyl groups can be eliminated from the final product.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.