This work was supported by the Deutsche Forschungsgemeinschaft, the Fonds der Chemischen Industrie, and the Boehringer-Ingelheim-Stiftung (stipend for O.S.). We are grateful to Professor C. Griesinger and Dr. R. Wechselberger, Universität Frankfurt/Main, for their help with multidimensional high-field NMR experiments.
Article first published online: 22 DEC 2003
Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
Angewandte Chemie International Edition in English
Volume 34, Issue 7, pages 803–805, April 13, 1995
How to Cite
Seitz, O. and Kunz, H. (1995), A Novel Allylic Anchor for Solid-Phase Synthesis—Synthesis of Protected and Unprotected O-Glycosylated Mucin-Type Glycopeptides. Angew. Chem. Int. Ed. Engl., 34: 803–805. doi: 10.1002/anie.199508031
Dedicated to Professor Hans Jeschkeit on the occasion of his 65th birthday
- Issue published online: 22 DEC 2003
- Article first published online: 22 DEC 2003
- Manuscript Received: 7 DEC 1994
- solid-phase synthesis;
An efficient solid-phase synthesis of glycopeptides is achieved with the new anchor HYCRON, which combines an allylic ester with the flexible, solubilizing triethyleneglycol spacer. Acid- and base-stability of the allylic anchor enables both Fmoc and Boc strategies to be used. The partially protected glycopeptides can be cleaved from the support by Pd0 catalysis under virtually neutral conditions in high yields (about 95%) and purity (>95%). AMPS = aminomethylpolystyrene.