140852-41-1

Usage

Uses

3α,6β,7β,12β-Tetrahydroxy-5β-cholanoic Acid is a bile acid.

InChI:InChI=1/C24H40O6/c1-12(4-7-19(27)28)14-5-6-15-20-16(11-18(26)24(14,15)3)23(2)9-8-13(25)10-17(23)21(29)22(20)30/h12-18,20-22,25-26,29-30H,4-11H2,1-3H3,(H,27,28)/t12-,13-,14-,15+,16+,17+,18-,20+,21+,22-,23-,24-/m1/s1

Upstream product

• 140711-19-9 methyl ester of 3α,12β-dihydroxy-5β-chol-6-en-24-oic acid 
• 140711-21-3 (R)-4-((3R,5S,8R,9S,10S,12R,13R,14S,17R)-3,12-Diacetoxy-10,13-dimethyl-2,3,4,5,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester 

Relevant academic research and scientific papers

Synthesis of 3α,6β,7a,12β- And 3α,6β,7β,12β-tetrahydroxy-5β-cholanoic acids

Chemical synthesis of 3α,6β,7α,72β- and 3α,6β,7β,12β-tetrahydroxy-5β-cholan-24-oic acids is described. 3α,12β-Dihydroxy-5β-chol-6-en-24-oic acid used as the starting material in the synthesis was prepared via oxidation of 3α,12a-dihydroxy-5β-chol-6-en-24-oic acid 3-hemisuαinate at C-12 followed by reduction with potassium/tertiary amyl alcohol. α-Epoxidation of the ester diacetate of 3a,12βdihydroxy-5β-chol-6-en-24-oic acid with m-chloroperbenzoic acid followed by cleavage of the epoxide with acetic acid and alkaline hydrolysis yielded 3α,6β,7a,12β-tetrahydroxy-5β-cholan-24-oic acid (overall yield 25%). N-Methylmorpholine-N-oxide-catalyzed osmium tetroxide oxidation of the ester diacetate of 3α,12β-dihydroxy-5β-chol-6-en-24-oic acid followed by alkaline hydrolysis yielded 3 α, 6β, 7β, 12β-tetrahydroxy-5β-cholan-24-oic acid (overall yield 33%). The structures of the synthesized bile acids were confirmed from their proto nuclear magnetic resonance and mass spectral fragmentation patterns.