Intramolecular cyclisation reactions of 5beta-cholan-24-amide, 3alpha-acetoxy-5beta-cholan-24-amide, and 3alpha-acetoxy-5beta-cholan-24-ol |
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| Authors: | P Hodge G M Perry M Pollard |
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| Institution: | Chemistry Department, University of Lancaster Bailrigg, Lancaster, LancashireUK |
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| Abstract: | Some intramolecular cyclisation reactions of bile acid derivatives have been studied. Photolysis of the N-iodo derivative of 5β-cholan-24-amide leads to the formation of the epimeric 5β-cholao24, 20?-lactones. The N-iodo derivative of 3α-acetoxy-5β-cholan-24-amide reacts similarly. Reaction of 3α-acetoxy-5β-cholan-24-ol with lead tetra-acetate and iodine gives the two 3α-acetoxy-20?, 24-oxido-5β-cholanes, two 3α-acetoxy-22e-iodo-20?,24-oxido-5β-cholanes, and the two 3α-acetoxy-21-iodo-20?,24-oxido-5β-cholanes. The two 3α-acetoxy-20?, 24-oxido-5β-cholanes are also obtained when 3d-acetoxy-5β-cholan-24-ol reacts with silver oxide and bromine. |
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