Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 3, Issue 8, Pages 1501-1507Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b412217h
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We report a study of the glucuronidation of a number of important steroidal secondary alcohols. The alcohols studied are androsterone 7, epiandrosterone 8, 17-acetoxy-androstane-3 alpha,17 beta-diol 9,11 alpha-hydroxyprogesterone 10, and 3-benzoylestradiol 11. These were first glucuronidated using the Schmidt trichloroacetimidate method with variations in acyl substituent (viz. derivatives 2 and 3), Lewis acid catalyst and order of addition. The results are contrasted with those obtained using our recently described glycosyl iodide donor 4, catalysed either by N-iodosuccinimide (NIS) or various metal salts.
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