Improved fischer indole reaction for the preparation of N, N-dimethyltryptamines: synthesis of L-695,894, a potent 5-HT1D receptor agonist

…, RD Larsen, TR Verhoeven, PJ Reider

文献索引：Chen; Senanayake; Bill; Larsen; Verhoeven; Reider Journal of Organic Chemistry, 1994 , vol. 59, # 13 p. 3738 - 3741

全文：HTML全文

被引用次数: 142

摘要

Traditional syntheses ofN, N-dimethyltryptamines use a two-step procedure: a Fischer indole reaction4 between a hydrazines and the acetal 66 to construct the heterocycle, followed by a reductive alkylation ofthe resultant primary amine. There are major shortcomings with this sequence for the synthesis of L-695,894 (Scheme 1): First, the side chain precursor 4- chlorobutane dimethyl acetal (6) neces-