Potential bile acid metabolites. 16. Synthesis of stereoisomeric 3α,6,7,12α-tetrahydroxy-5β-cholanoic acids

Article abstract of DOI:10.1016/0039-128X(90)90048-G

New synthetic routes to the four possible stereoisomeric 3α,6,7,12α-tetrahydroxy-5β-cholanoic acids (and their methyl esters), one of which (3α,6α,7β,12α) is new, and some related compounds are described.In addition, the 5α-epimer of the new acid was obtained.The final products were obtained in high purity for use as reference compounds in the analysis of bile acids in human biologic samples.The results of analysis of the prepared stereoisomers by proton and carbon 13 nuclear magnetic resonance spectroscopies are briefly discussed along with the thin-layer and gas-liquid chromatographic properties.