Bile acids. LXXXI. Synthesis and structural assignment of E/Z isomers of substituted methyl hydroxy-5β-cholest-24-en-26-oates

Abstract Syntheses of the E and Z isomers of methyl 3α-, 3α,7α-, 3α,12α-, and 3α,7α,12α-trihydroxy-5β-cholest-24-en-26-oates are reported. Mass spectral studies show fragmentation patterns in support of assignment as the E or Z isomers, especially in differences in loss of the side chain. Chromatographie procedures, primarily gas chromatography and high-performance liquid chromatography, support these assignments. The E isomer predominates in either of two methods of synthesis .