Abstract
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. High-performance liquid chromatography was of key importance in characterizing the compounds and determining their purity.
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