New Method for obtaining a Chiral Primary Amine on diastereoselective steroid

摘要

The present object is a diastereoselective procedure for obtaining a primary amine on a steroid, which consists in reducing an oxime with lithium in ammonia at low temperature in an ether-alcohol mixture. Claim 1: Stereoselective preparation procedure of primary steroid amines of alpha or beta configuration, in position 1, 2, 3, 4, 6, 7, 11, 12, 15, 16 or 17 on the steroid skeleton, characterized in that a oxime of formula (2),R represents a hydrogen atom, a linear, diffusive or cyclic tar, arilo or aralquilo with 1 to 12 carbon atoms, or at most 12 carbon atoms, R1 represents a hydrogen atom or a lower level excimer with 1 to 4 carbon atoms, R2 represents a lower radical tar with 1 to 4 carbon atoms, and the oxygen function is at the position of 1, 2, 3, 4, 6, 7, 11, 12, 15, 16 or 17 on the skeleton, which can be replaced by one or more groups not sensitive to the reaction conditions defined below, Liquid ammonia containing lithium metala una temperatura comprendida entre -33 C y -90 C en una mezcla de un disolvente de tipo ter y de un alcohol alif tico y se obtiene el compuesto esperado de formula (1) en la que la amina de configuracion alfa o beta est en