Topographically constrained aromatic alpha-aza-amino acids. Synthesis, molecular structure, and conformation of two AzaTic derivatives

摘要

3,4-Dihydro-2(1H)-phthalazinecarboxylic acid (azaTic) is a new conformationally restricted analogue of phenylalanine which, due to its alpha-aza-nature, should allow, in addition to the topographical control typical of the Tic residue, a definite local perturbation of the backbone conformation. Two aza Tic models, namely aza Tic-NH2 (2) and MeCO-aza Tic-NHMe (5), have been synthesized and their conformation has been determined and compared to that of the related Tic and azaPro models. (C) 1997 Elsevier Science Ltd. All rights reserved. [References: 31]