INTRAMOLECULAR AMIDOALKYLATION OF AROMATICS .2. SYNTHESIS OF CONFORMATIONALLY RESTRICTED BRIDGED PEPTIDES ANALOGS OF PHG-GLY OR GLY-PHG

Authors
BENISHAI D MCMURRAY AR
Citation
D. Benishai et Ar. Mcmurray, INTRAMOLECULAR AMIDOALKYLATION OF AROMATICS .2. SYNTHESIS OF CONFORMATIONALLY RESTRICTED BRIDGED PEPTIDES ANALOGS OF PHG-GLY OR GLY-PHG, Tetrahedron, 49(29), 1993, pp. 6399-6410
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
29
Year of publication
1993
Pages
6399 - 6410
Database
ISI
SICI code
0040-4020(1993)49:29<6399:IAOA.S>2.0.ZU;2-#
Abstract
Derivatives of Phg-alpha-MeO-GlyOH(3) and its isomer alpha-MeO-Gly-Phg (2) were prepared and their inter and intramolecular amidoalkylation r eactions were studied. Derivatives of 2 underwent smooth cyclization t o give 4-amino-3-isoquinolon-1-carboxylic acid derivatives (4, 8). The isomer 3, which reacted smoothly intermolecularly with toluene to giv e the open chain peptide 7, reacted sluggishly intramolecularly.