Process for the preparation of vincaminic acid esters

Details Process for the preparation of vincaminic acid esters Process for the preparation of vincaminic acid esters

C - Chemistry, Metallurgy

07

D

260/272

C07D 461/00 (2006.01)

Patent

CA 1261840

23305-866 Abstract The invention relates to a new process for the preparation of apovincaminic acid esters. More particularly, the invention concerns a process for preparing racemic and optically active vincaminic acid esters of the formula (I) (I) Image in which R1 and R2 independently stand for alkyl having from one to 6 carbon atoms, and 14-epimers thereof. According to the invention an octahydroindolo-[2,3- alquinolizine-oxime ester of the formula (II) (II) Image 23305-866 in which R1 and R2 have the same meaning as defined above, is reacted with an aqueous solution of sulphurous acid or a salt thereof at a temperature of 80 to 110°C and the 14-epimeric mixture obtained is epimerized or separated in a known manner and if desired, the racemic vincaminic acid esters are resolved. The valuable, pharmaceutically active compounds of the formula (I) can be prepared according to the invention in a considerably improved yield and the undesired side reactions can be suppressed and/or the by-products can easily be converted into other pharmaceutically active materials.

412494

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