106351-16-0Relevant articles and documents
POTENTIAL BILE ACID METABOLITES. X. SYNTHESES OF STEREOISOMERIC 3,7-DIHYDROXY-5α-CHOLANIC ACIDS
Iida, Takashi,Momose, Toshiaki,Nambara, Toshio,Chang, Frederic C.
, p. 1929 - 1933 (2007/10/02)
New synthetic routes to allochenodeoxycholic (3α,7α-dihydroxy-5α-cholanic) and alloursodeoxycholic (3α,7β-dihydroxy-5α-cholanic) acids, and their stereoisomers are described.Treatments of allo 7α-hydroxy-3β-tosyloxy ester with N,N-dimethylformamide and of allo 7α-mesyloxy-3β-tosyloxy and 3β-cathyloxy-7α-mesyloxy esters with potassium superoxide-crown ether afforded the desired 3α,7α-, 3α,7β-, and 3β,7β-dihydroxy stereoisomers, respectively, in high yield.Highperformance liquid chromatography was of key importance in characterizing the compounds and determining their purity.Keywords--bile acid; allo bile acid; 3,7-dihydroxy-5α-cholanic acid; allochenodeoxycholic acid; alloursodeoxycholic acid; N,N-dimethylformamide reaction; potassium superoxide-18-crown-6 ether reaction; HPLC