Solid phase synthesis of oligoureas using O-succinimidyl-(9H-fluoren-9-ylmethoxycarbonylamino)ethylcarbamate derivatives as activated monomers

Authors
Guichard, G Semetey, V Rodriguez, M Briand, JP
Citation
G. Guichard et al., Solid phase synthesis of oligoureas using O-succinimidyl-(9H-fluoren-9-ylmethoxycarbonylamino)ethylcarbamate derivatives as activated monomers, TETRAHEDR L, 41(10), 2000, pp. 1553-1557
Citations number
15
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
10
Year of publication
2000
Pages
1553 - 1557
Database
ISI
SICI code
0040-4039(20000304)41:10<1553:SPSOOU>2.0.ZU;2-J
Abstract
An efficient stepwise synthesis of oligoureas (up to the nonamer) on solid support using O-succinimidyl-(9H-fluoren-9-ylmethoxycarbonylamino)ethylcarb amate derivatives as activated monomers is described. These building blocks were readily prepared starting from N-Fmoc-protected beta(3)-amino acids v ia Curtius rearrangement of the corresponding acyl azides and treatment of the resulting isocyanate with N-hydroxysuccinimide. (C) 2000 Elsevier Scien ce Ltd. All rights reserved.