Thiosteroids. XXXVI. Synthesis of some 16-sulfur-substituted steroids

Autor:	Norio Tokutake, Taichiro Komeno, Ken'ichi Takeda
Rok vydání:	1977
Předmět:	Substitution reaction Proton chemistry.chemical_element Estrone General Chemistry General Medicine Epiandrosterone Sulfur chemistry.chemical_compound chemistry Nucleophile Drug Discovery Organic chemistry Epimer
Zdroj:	Chemical and Pharmaceutical Bulletin. 25:1306-1311
ISSN:	1347-5223 0009-2363
Popis:	Some estrone and epiandrosterone derivatives having a sulfur function at C16 were prepared by substitution reaction of 16α- and 16β-bromo-17-ketosteroids with sulfur nucleophiles. The reaction proceeds with inversion at C16. Equilibration experiments on some of the products indicate that the 16β-substituted steroids are thermodynamically more stable than the corresponding α-isomers and the 16-acetylthiosteroids are epimerized faster than the 16-ethylthiosteroids. The proton signals at C16 of the products show characteristic splitting patterns according to their configuration.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::30d194168dd6813e76af327a6a3f4969 https://doi.org/10.1248/cpb.25.1306 Zobrazit plný text záznamu