Synthesis of 5, 6??carbonyldioxyindole, a melanogenic cyclic carbonate ester of 5, 6??dihydroxyindole

WB Lutz, CR Mcnamara, MR Olinger…

Index: Lutz; McNamara; Olinger; et al. Journal of Heterocyclic Chemistry, 1984 , vol. 21, # 4 p. 1183 - 1188

Full Text: HTML

Citation Number: 5

Abstract

Abstract 5, 6-Carbonyldioxyindole (4), a melanogenic derivative of 5, 6-dihydroxyindole (1), was synthesized by a procedure starting with 3, 4-methylenedioxycinnamic acid (5). Compound 4 is a stable crystalline solid which is readily hydrolyzed to 1, a key intermediate on the biosynthetic pathway from tyrosine to melanin.