SYNTHESIS AND APPLICATION OF A NOVEL COUPLING REAGENT, ETHYL 1-HYDROXY-1H-1,2,3-TRIAZOLE-4-CARBOXYLATE

Authors
JIANG L DAVISON A TENNANT G RAMAGE R
Citation
L. Jiang et al., SYNTHESIS AND APPLICATION OF A NOVEL COUPLING REAGENT, ETHYL 1-HYDROXY-1H-1,2,3-TRIAZOLE-4-CARBOXYLATE, Tetrahedron, 54(47), 1998, pp. 14233-14254
Citations number
44
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
47
Year of publication
1998
Pages
14233 - 14254
Database
ISI
SICI code
0040-4020(1998)54:47<14233:SAAOAN>2.0.ZU;2-E
Abstract
An optimal coupling reagent, ethyl 1-hydroxy-1H-1,2,3-triazole-4-carbo xylate (HOCt), has been designed and synthesised for application to so lid phase peptide synthesis using Fmoc chemistry. It is used in combin ation with carbodiimide reagents, has very high coupling efficiency, a nd does not absorb at 302nm, thus allowing real-time monitoring of eac h coupling cycle. Its applications in the synthesis of endothelin anal ogues and difficult sequences are also discussed. (C) 1998 Elsevier Sc ience Ltd. All rights reserved.