Conformationally Constrained Amino Acids.1on the Synthesis of 4-Substituted 8-Membered Cyclic Tryptophan Derivatives
- 1 April 1992
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 22 (7) , 1039-1048
- https://doi.org/10.1080/00397919208019295
Abstract
The thermal lactamization of 4-(carboethoxy)-methyl-tryptophan ethyl ester (5), prepared from 4-(carboethoxy)methyl-indole 3 via Gilchrist′s method, in refluxing xylene followed by saponification provided the 8-membered cyclic tryptophan derivative 1. Selective reduction of lactam 6 via the iminium ion 9 furnished the cyclic tryptophan derivative 2Keywords
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