NOVEL METHOD FOR THE DIASTEREOSELECTIVE PRODUCTION OF A CHIRAL PRIMARY AMINE ON A STEROID

NOVEL METHOD FOR THE DIASTEREOSELECTIVE PRODUCTION OF A CHIRAL PRIMARY AMINE ON A STEROID

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 steroid...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Hauptverfasser: SIMONNET, ANDRÉ, BOUSQUET-FRANCES, JOËLLE, CAZENAVE, GÉRARD, ODDON, GILLES, BERNARD, DANIEL
Format: Patent
Sprache:eng ; pol
Schlagworte:
CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
STEROIDS
Online-Zugang:Volltext bestellen
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung: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.