A new silyl linker for reverse-direction solid-phase peptide synthesis

Authors
Lipshutz, BH Shin, YJ
Citation
Bh. Lipshutz et Yj. Shin, A new silyl linker for reverse-direction solid-phase peptide synthesis, TETRAHEDR L, 42(33), 2001, pp. 5629-5633
Citations number
32
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
33
Year of publication
2001
Pages
5629 - 5633
Database
ISI
SICI code
0040-4039(20010813)42:33<5629:ANSLFR>2.0.ZU;2-W
Abstract
Treatment of a free amino acid ester with CO2 followed by exposure to a chl orosilane-containing polystyrene results in its attachment to the solid sup port. The newly formed silyl carbamate can be employed to build polypeptide s at the carboxyl terminus. Cleavage of the (poly)peptide using aqueous HF in CH3CN leads to its free amine form which is isolated as a Boc derivative . The polymer support can be easily recycled. (C) 2001 Elsevier Science Ltd . All rights reserved.