Synthesis of aminosterols and their derivatives.
Reactions of steroidal epoxides such as 5,6 alpha-epoxy-5 alpha-cholestane (I) and its 3 beta-chloro (II) and 3 beta-acetoxy (III) analogs with urea in dimethylformamide afforded 6 beta-amino-5 alpha-cholestan-5-ol (IV-VI), 6 beta-amino-N-formyl-5 alpha-cholestan-5-ol (VII-IX), and 6 beta-amino-N-amido-5 alpha-cholestan-5-ol (X-XII), along with the 5 alpha-cholestane-5,6 beta-diol (XIII-XV). In addition to these compounds, the 3 beta-acetoxy analog also afforded the N-carboxyl derivative (XVI).
Shafiullah
Department of Chemistry, Aligarh Muslim University, India.
Singh
R K
RK
Jamaluddin
M
M
Ogura
H
H
Takayanagi
H
H
D055598:Chemical Phenomena; D002621:Chemistry; D002776:Cholestanes; D004852:Epoxy Compounds; D009682:Magnetic Resonance Spectroscopy; D013261:Sterols / Q000138:chemical synthesis*; D014508:Urea
D002776:Cholestanes; D004852:Epoxy Compounds; D013261:Sterols; D014508:Urea