Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Ind. -N-Alkylation of Tryptophan and Synthesis of 1-Alkyltryptophan Hydrazides
Shun-ichi YamadaTakayuki ShioiriTaisuke ItayaTakeshi HaraRei Matsueda
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1965 Volume 13 Issue 1 Pages 88-93

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Abstract
A convenient method for the synthesis of 1-alkyltryptophans is described. The proof of ind. -N-alkylation was obtained from several data. Effect of 1-alkyl substitution of indole was observed on the ultraviolet spectra of 1-alkytryptophans. It was confirmed by debenzylation of L-1-benzyltryptophan in liquid ammonia that no racemization had occurred in the alkylation. 1-Alkyltryptophans were converted to hydrazides via methyl ester hydrochlorides in good yields.
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© The Pharmaceutical Society of Japan
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