Process for the preparation of dimeric alkaloids

Details Process for the preparation of dimeric alkaloids Process for the preparation of dimeric alkaloids

C - Chemistry, Metallurgy

07

D

260/237.3, 260/2

C07D 519/04 (2006.01)

Patent

CA 1242192

ABSTRACT The invention relates to a process for the preparation of dimeric alkaloids of the formula (II) (II) Image wherein R stands for methyl or formyl, as well as acid addition salts thereof which comprises oxidizing the vinblastine of formula (III) Image (III) with chromium(VI) oxide or bichromate or chromic acid alcohol ester in an indifferent solvent, converting the compound of formula (II), wherein R stands for methyl, so obtained to the acid addition salt -2- and optionally further oxidizing the acid addition salt obtained with an oxidizing agent as defined above and optionally converting the compound of formula (II), wherein R stands for formyl, so obtained to the acid addition salt. The invention also relates to a process for the preparation of vincristine of formula (I) Image (I) which comprises a1) oxidizing the compound of formula (II) wherein R stands for methyl, or the acid addition salt thereof with chromium (VI) oxide or bichromate or chromic acid alcohol ester in an in- different solvent and reducing the compound of formula (II), wherein R stands for formyl or the acid addition salt thereof with chromium(VI) oxide or bichromate or chromic acid alcohol ester in an indifferent solvent and reducing the compound of formula (II), wherein R stands for formyl, so obtained with a borohydride and isolating the vincristine of formula (I) obtained, or a2) reducing the compound of formula (II) wherein R stands for formyl and isolating the vincristine of formula (I) obtained.

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