A comparative study of different glycosylation methods for the synthesis of d-mannopyranosides of Nα-fluorenylmethoxycarbonyl-trans-4-hydroxy-l-proline allyl ester
| Autor: | Phillip M. Rendle, Dong Jun Lee, Margaret A. Brimble, Renata Kowalczyk, Victoria J. Muir |
|---|---|
| Rok vydání: | 2007 |
| Předmět: |
Glycosylation
Magnetic Resonance Spectroscopy Proline Stereochemistry Carbohydrates Biochemistry Analytical Chemistry chemistry.chemical_compound Lectins Carbohydrate Conformation Amino Acids Trans-4-Hydroxy-L-proline Glycosyl donor Pyrans Fluorenes organic chemicals Organic Chemistry Esters General Medicine Glycopeptide carbohydrates (lipids) Chemistry Models Chemical chemistry Spectrophotometry Mannose |
| Zdroj: | Carbohydrate Research. 342:2628-2634 |
| ISSN: | 0008-6215 |
| DOI: | 10.1016/j.carres.2007.08.015 |
| Popis: | The synthesis of Nalpha-fluorenylmethoxycarbonyl-trans-4-hydroxy-4-O-[(2,3,4,6-tetra-O-acetyl)-alpha-d-mannopyranosyl]-l-proline allyl ester and Nalpha-fluorenylmethoxycarbonyl-trans-4-hydroxy-4-O-[(2,3,4,6-tetra-O-benzoyl)-alpha-d-mannopyranosyl]-l-proline allyl ester is described. Glycosylation using Königs-Knorr conditions with a benzoyl protected glycosyl donor provided the optimum method. Removal of the allyl ester gave two mannosylated building blocks suitable for solid phase glycopeptide synthesis. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect