C - Chemistry – Metallurgy – 07 – J
Patent
C - Chemistry, Metallurgy
07
J
C07J 73/00 (2006.01)
Patent
CA 2271974
A process for introducing a 1,2-double bond into 17.beta.-substituted-3-oxo-4- azasteroids includes the preparation of novel 2,2-dibromo-4-azasteroids by a three step process comprising oxalylation, reaction with excess bromine, and removal of the oxalyl group. This process is preferably carried out at temperatures at or above -20°C and results in a high yield of the 2,2-dibromo-4-azasteroid. The 2,2-dibromo-4-azasteroid can be converted to the corresponding 17.beta.-substituted-4-aza-5.alpha.-androst-1-ene-3-one by at least two processes, one of which involves correcting the oxidation state at the 2-carbon and then introducing the 1,2- double bond, and the other of which involves introducing the unsaturation to produce a vinyl bromide followed by correcting the oxidation state of the 2-carbon. Preferably, the dibromo compound is reacted with thiophenol to produce a 2-phenylthio intermediate, followed by oxidation of the phenylthio group to a sulfoxide and 1,2-elimination of the sulfoxide group to create the 1,2- double bond.
Macel Bob
Slemon Clarke
Ridout & Maybee Llp
Torcan Chemical Ltd.
LandOfFree
2, 2-dibromo-azasteroids and their use in a method for... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with 2, 2-dibromo-azasteroids and their use in a method for..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and 2, 2-dibromo-azasteroids and their use in a method for... will most certainly appreciate the feedback.
Profile ID: LFCA-PAI-O-1541032