Synthesis of vicinal fluoramines in steroid series: preparation of isomeric 5α-fluoraminocholestanes.

Sylvie Lacombe-Lhoste (1) , André Laurent , Christine Rousset

1 IPREM - Institut des sciences analytiques et de physico-chimie pour l'environnement et les materiaux

Fluoroaminocholestanes I (β-NH2) and II were prepd. by treating isomeric 2,3-epiminocholestanes with Olah's reagent (HF in pyridine), whereas isomeric III were prepd. by reductive amination of 2α-fluoro-5α-cholestan-3-one. Azidolysis of 3α-fluoro-5α-cholestan-2β-ol mesylate and subsequent hydrogenation gave I (α-NH2).

Mots clés: aminofluorocholestane isomer; fluorination epiminocholestane; fluoroaminocholestane isomer

Domaines: Chimie

Sylvie Lacombe-Lhoste, André Laurent, Christine Rousset. Synthesis of vicinal fluoramines in steroid series: preparation of isomeric 5α-fluoraminocholestanes.. Nouv. J. Chim., 1983, 7, pp.219-23. ⟨hal-01586973⟩