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Titolo:
A convenient and versatile synthesis of 6,5-and 7,5-fused bicyclic lactamsas peptidomimetics
Autore:
Zhang, XJ; Jiang, W; Schmitt, AC;
Indirizzi:
Dupont Co, Expt Stn, Cehm & Phys Sci, Wilmington, DE 19880 USA Dupont Co Wilmington DE USA 19880 hm & Phys Sci, Wilmington, DE 19880 USA
Titolo Testata:
TETRAHEDRON LETTERS
fascicolo: 30, volume: 42, anno: 2001,
pagine: 4943 - 4945
SICI:
0040-4039(20010723)42:30<4943:ACAVSO>2.0.ZU;2-N
Fonte:
ISI
Lingua:
ENG
Soggetto:
REVERSE-TURN PEPTIDOMIMETICS; ELECTROCHEMICAL CYCLIZATION; CONFORMATIONAL-ANALYSIS; ACID; DIPEPTIDES; CHEMISTRY; SYSTEMS;
Keywords:
6,5-and 7,5-fused bicyclic lactams; peptidomimetics; N-acyliminium ion;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
15
Recensione:
Indirizzi per estratti:
Indirizzo: Zhang, XJ Dupont Co, Expt Stn, Cehm & Phys Sci, POB 80500, Wilmington, DE 19880 USA Dupont Co POB 80500 Wilmington DE USA 19880 ington, DE 19880 USA
Citazione:
X.J. Zhang et al., "A convenient and versatile synthesis of 6,5-and 7,5-fused bicyclic lactamsas peptidomimetics", TETRAHEDR L, 42(30), 2001, pp. 4943-4945

Abstract

Chemo-selective reduction of the pyroglutamate ring carbonyl in a serine-pyroglutamate or homoserine to pyroglutamate dipeptide gave a hemiaminal. Treatment of the hemiaminal with a catalytic amount of TFA in CH,CI, generated an N-acyliminium ion that was intramolecularly trapped by the side-chain hydroxyl to give a 6.5 or 7,5-bicyclic lactam. (C) 2001 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 25/01/20 alle ore 09:34:38