A new synthesis of protected phosphonodipeptides with an N-terminal amino acid

Authors
Sikora, D Gajda, T
Citation
D. Sikora et T. Gajda, A new synthesis of protected phosphonodipeptides with an N-terminal amino acid, TETRAHEDRON, 56(23), 2000, pp. 3755-3761
Citations number
41
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
23
Year of publication
2000
Pages
3755 - 3761
Database
ISI
SICI code
0040-4020(20000602)56:23<3755:ANSOPP>2.0.ZU;2-1
Abstract
A new simple protocol for the direct synthesis of phosphonodipeptides from N-protected amino acids, diethyl 1-azidoalkylphosphonates and tertiary alky l phosphine (Bu3P, Me3P) was developed. The method is general and the coupl ing occurred with good yield (42-97%). Depending on the phosphine used and/ or mechanism operating during the condensation, the reaction can be accompl ished at room temperature, or on heating in toluene. (C) 2000 Elsevier Scie nce Ltd. All rights reserved.