A practical route for the synthesis of 17 substituted steroidal 3-thioxamides.
A facile method for the synthesis of a series of new steroidal 3-thioxamides from the 3-oxo compound, variously substituted at the 17 position, is described. The "one pot" reaction, using Lawesson's reagent (4-methoxyphenylthionophosphine sulphide dimer) in dichloromethane solution, gives the desired compounds with a high degree of chemoselectivity, in good yields (> 80%).
Grisenti
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Poli Industria Chimica, Quinto Stampi, Rozzano, Milano, Italy.
Magni
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Manzocchi
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Ferraboschi
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D058891:5-alpha Reductase Inhibitors; D001378:Azasteroids / Q000138:chemical synthesis* / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D009946:Organothiophosphorus Compounds; D013329:Structure-Activity Relationship
D058891:5-alpha Reductase Inhibitors; D001378:Azasteroids; D004791:Enzyme Inhibitors; D009946:Organothiophosphorus Compounds; C029887:2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide