Tetrahedron letters

An efficient synthesis of 6-hydroxymelatonin, a human metabolite of melatonin

O Karam, F Zunino, V Chagnaut, MP Jouannetaud…

文献索引：Karam, Omar; Zunino, Fabien; Chagnaut, Vincent; Jouannetaud, Marie Paule; Jacquesy, Jean Claude Tetrahedron Letters, 2003 , vol. 44, # 7 p. 1511 - 1513

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被引用次数: 2

摘要

A four-step synthesis of 6-hydroxymelatonin 5, major human metabolite of melatonin 1, is reported starting from melatonin. The synthesis involves in the keys steps a regioselective Friedel–Crafts acylation followed by a Baeyer–Villiger oxidation. The overall yield is 48%. ... In this paper, we describe a more efficient four-step synthesis of this metabolite from melatonin. ... Whereas the elaboration of the tryptamine side-chain is readily effected by conventional means, ...