Carbodiimide-mediated preparation of the tricyclic pyrido [3', 2': 4, 5] pyrrolo [1, 2-c] pyrimidine ring system and its application to the synthesis of the potent antitumoral …

P Molina, PM Fresneda, S Delgado

Index: Molina, Pedro; Fresneda, Pilar M.; Delgado, Santiago Journal of Organic Chemistry, 2003 , vol. 68, # 2 p. 489 - 499

Full Text: HTML

Citation Number: 61

Abstract

A total synthesis of the marine alkaloid variolin B has been completed in 13 steps in an overall yield of 6.5% from 3-formyl-4-methoxypyridine. Our approach is based on the sequential formation of the 7-azaindole ring, the tricyclic pyrido [3', 2': 4, 5] pyrrolo [1, 2-c] pyrimidine ring system, and finally installation of the 2-aminopyrimidine ring at C5. The required 7-azaindole ring appropriately substituted is formed by a modified indole ...