Syntheses in the Colchicine Field

KIH Williams, SE Cremer, FW Kent…

Index: Williams,K.I.H. et al. Journal of the American Chemical Society, 1960 , vol. 82, p. 3982 - 3988

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Citation Number: 16

Abstract

. 4s part of a synthetic approach to colchicine the compounds 2-(3'-methoxyphenyl)-2-[P-(2”- amino-3”, 4”, 5”-trimeth-oxyphenyl)]-ethyl-1, 3-dioxolane (N-2) and the corresponding oxathiolane (B-2) have been synthesized. Pschorr-type ring closure of N-2 led exclusively to 2-(3'-methoxyphenyl)-6, 7, 8-trimethoxyquinoline(R). The mixed anhydride (D) has been used to acylate di-t-butyl 3, 4, 5-trimethoxybenzylmalonate to give 2-methoxy-4-[a-keto-&~ ...