Synlett 2002(9): 1463-1466
DOI: 10.1055/s-2002-33509
LETTER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Novel Glycopeptidomimetics Containing O- and N-Glycosylated α-Aminooxy Acids by Fragment Coupling on Solid Support

Myung-ryul Lee, Jiyong Lee, Injae Shin*Department of Chemistry, Yonsei University, Seoul 120-749, Korea
Fax: +82(2)3647050; e-Mail: injae@yonsei.ac.kr;
Further Information

Publication History

Received 2 July 2002
Publication Date:
17 September 2002 (online)

Abstract

New glycosylated peptidomimetics possessing O- and N-glycosylated α-aminooxy acids were efficiently synthesized by fragment coupling on solid support. The N-terminal glycosylated tripeptide mimics prepared in solution were coupled to the C-terminal dipeptides attached to the resin under O-(7-azabenzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU)/1-hydroxy-7-azabenzotriazole (HOAt)/N-ethylmorpholin (NEM) conditions.