Process for the preparation of an apovincaminol derivative

Details Process for the preparation of an apovincaminol derivative Process for the preparation of an apovincaminol derivative

1986-05-09

1988-07-19

Daus, Donald G.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D46100

Patent

active

047586664

ABSTRACT:
The invention relates to a new process for the preparation of 17,18-dehydro-apovincaminol-trimethoxy-benzoate of the formula (I) ##STR1## and acid addition salts thereof. According to the invention compound of the formula (I) is prepared starting from 17,18-dehydrovincamine of the formula (IIa) ##STR2## and/or 17,18-dehydro-epivincamine of formula (IIb) ##STR3## by reducing with a complex metal hydride, acylating the new hydroxy-vincaminol derivative obtained selectively with 3,4,5-trimethoxy-benzoic acid or a derivative thereof capable of acylation, optionally in the presence of a catalyst and/or an acid binding agent, and treating the corresponding acylated hydroxylderivative obtained with formic acid, in the presence of an acid chloride, and, if desired, converting the compound of formula (I) obtained into an acid addition salt thereof.

REFERENCES:
patent: 4424223 (1984-01-01), Keve et al.
English language translation of Ger. Off. 2 832 587, the underlying reference in the Chem. Abstracts (S) reference to Lorincz et al (T).
Najer, et al., Chemical Abstracts, vol. 82:4451p (1975).
Najer, et al., Chemical Abstracts, vol. 84:105884d (1976).
Lorincz, et al., Chemical Abstracts, vol. 91:20863r (1979).
Corvi Mora, Chemical Abstracts, vol. 88:105636g (1978).

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