title: Preparation of B-ring brominated derivatives of estradiol.
abstract: The preparation of 6 beta-methoxy-7 alpha-bromoestradiol (1) is reported. Addition of in situ-generated BrOMe to 6-dehydroestradiol 3-tetrahydropyranyl ether (4a) afforded the expected addition product. Removal of the tetrahydropyranyl protective group was carried out by mild acid hydrolysis to afford 1 in good yields. This base-sensitive compound is chemically stable over long periods of time.
mesh_terms: D055598:Chemical Phenomena; D002621:Chemistry; D004958:Estradiol / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D006868:Hydrolysis
chemical_list: C055274:6-methoxy-7-bromoestradiol; D004958:Estradiol