Steroids p. 395 - 398 (1991)
Update date:2022-08-16
Topics:
Bellini, Anna M.
Mencini, Elena
Quaglio, Maria P.
Guarneri, Mario
Fini, Adamo
A simple and convenient route to 3α- and 3β-amino-5β-cholan-24-oic acids was developed via Leuckart-Wallach amination reduction and subsequent acid hydrolysis.Two epimeric formylamino derivatives were produced (α and β), approximately in a 1:1 ratio, as determined by 13C nuclear magnetic resonance spectroscopy.The two isomers were separated by making use of their different solubilities in ethyl ether.The absolute configuration of the two amino acids was assigned by comparison with authentic reference samples.Keywords: Leuckart-Wallach reaction; 3-amino-5β-cholan-24-oic acids; epimers; separation; absolute configuration; steroids; synthesis, 3α- and 3β-amino-5β-cholan-24-oic acids
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