Synthesis of disulfates of unconjugated and conjugated bile acids.

The disulfates of unconjugated, and glycineand taurine-conjugated bile acids have been synthesized. Cholic acid derivatives appropriately protected were sulfated with sulfur trioxidetriethylamine complex in pyridine in the usual manner. Subsequent hydrolysis and/or sodium borohydride reduction provided the desired disulfates of cholates in satisfactory yields. Dihydroxy: lated bile acid disulfates were also prepared. The nuclear magnetic resonance spectral data for bile acid disulfates and related compounds are tabulated.