A one-step synthesis of the phthalidylisoquinoline alkaloids, cordrastine and hydrastine

31 December 1975

journal article
research article
Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1

No. 11,p. 1221-1225
https://doi.org/10.1039/p19760001221

Abstract

Cordrastine (5a) and hydrastine (5b) were synthesised by condensation of 3,4-dihydro-6,7-dimethoxy-2-methyl-(1a) and 3,4-dihydro-6,7-methylenedioxy-2-methyl-isoquinolinium (1b) salts, respectively, with methyl 6-diazomethyl-2,3-dimethoxybenzoate (2a) derived from 6,7-dimethoxyphthalimidine (16a). The reaction of (1a) with methyl 2-diazomethyl-4,5-dimethoxybenzoate (2b) gave the cordrastine isomer (5c).

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