Process for preparing high purity ursodeoxycholic acid

Details Process for preparing high purity ursodeoxycholic acid Process for preparing high purity ursodeoxycholic acid

C - Chemistry, Metallurgy

07

J

260/62

C07J 9/00 (2006.01) C07J 51/00 (2006.01)

Patent

CA 1185233

A b s t r a c t : A process for preparing very pure ursodeoxycholic acid star- ting from cholic acid (I) by: a) selectively oxidising it to 3 alpha, 12 alpha-dihydroxy- -7-ketocholanic acid (II) b) reducing acid (II) to 3 alpha, 7 beta, 12 alpha-trihydroxy cholanic acid (III) c) oxidising 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 d) preparing the tris-trimethylsilyl derivative of acid (IV) e) eliminating the trimethylsilyl groups 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.

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