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A novel method for diastereoselective formation of chiral primary amines on steroids
A novel method for diastereoselective formation of chiral primary amines on steroids
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机译:在类固醇上非对映选择性形成手性伯胺的新方法
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摘要
Producing steroidal amines (I) with an alpha or beta primary amino group in position 1, 2, 3, 4, 6, 7, 11, 12, 15, 16 or 17 comprises treating the corresponding oxime (II) with lithium in liquid ammonia at -33 to -90[deg] C in a solvent comprising an ether and an aliphatic alcohol. Producing steroidal amines of formula (I) comprises treating an oxime of formula (II) oxime with lithium in liquid ammonia at -33 to -90[deg] C in a solvent comprising an ether and an aliphatic alcohol. St-NH 2 (I) St=NOR (II) St : an optionally substituted steroid residue bonded to NH 2 or NOR in position 1, 2, 3, 4, 6, 7, 11, 12, 15, 16 or 17, with NH 2 in the alpha or beta configuration; R : H, 1-12C (cyclo)alkyl, 6-12C aryl or 7-12C aralkyl.
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