Abstract
Mercuric bromide-promoted glycosylation of Fmoc-Ser-OBn and Fmoc-Thr-OBn with 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-d-glucopyranosyl chloride in refluxing 1,2-dichloroethane gave the corresponding β-glycosides in good yields (64 and 62%, respectively). Direct coupling of the commercially available Fmoc-Ser-OH and Fmoc-Thr-OH carboxylic acids under similar conditions gave the corresponding β-glycosides, possessing free carboxyl groups, in moderate yields (50 and 40%, respectively).
Original language | Undefined |
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Pages (from-to) | 1039-1043 |
Number of pages | 5 |
Journal | Carbohydrate Research |
Volume | 338 |
Issue number | 10 |
DOIs | |
Publication status | Published - 1 May 2003 |
Keywords
- Serine
- Threonine
- Benzyl ester
- Free carboxylic acid
- Mercuric bromide
- Glycosylation
Research Beacons, Institutes and Platforms
- Manchester Institute of Biotechnology