Li, C.; Rehman, A.; Dalley, N. K.; Savage, P. B. Tetrahedron Lett. 1999, 40, 1861-1864. Short syntheses of triamine-derivatives of cholic acid.

Reduction of the trioxime derivative of dehydrocholic acid methyl ester with NaBH4TiCl4yielded triamine-derivatives of cholic acid. The major product from the reduction was the 3α, 7α, 12α diastereomer. Stereochemistry of the reduction products was determined via NMR spectroscopy and X-ray crystallography.

Treatment of 5β-cholanic acid 3,7,12-trione methyl ester with hydroxyl amine followed by reduction of the resulting trioxime with NaBH4TiCl4 yields a triamine-derivative of cholic acid in 32% overall yield.