Autoxidation of Nor- and Tauro-deoxycholic Acids in the Presence of Ferrous Ions

抄録

Reactions with the simple aerobic hydroxylating system at moderate temperature were studied on the aqueous solutions of two varieties of bile acid. Ferrous sulfate was added to a buffered solution (pH 6.5-6.7) of nordeoxycholic acid which was bubbled with molecular oxygen, as reported. The structures of the methylated products were elucidated as methyl 24-nor-3α, 12α, 15α-trihydroxy-5β-cholan-23-oate and methyl 24-nor-3α, 12α-dihydroxy-15-oxo-5β, 14β-cholan-23-oate. Oxygen function was introduced also stereospecifically at C₁₅ and in an α-configuration when taurodeoxycholic acid was treated with the same hydroxylating system.