JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001575
Submitter
The Noguchi Institute
Reaction ID
R-0000-001575
Regist Date
2012/06/21 17:22:39
REACTANT
MOLECULE ID
JCGG-COM0002025 (Reaction Tree)
Skeleton
JCGG-STR032525
Reactant Type
glucopyranoside
Mol
2.05 mmol
MOLECULE ID
JCGG-COM0002024 (Reaction Tree)
Reactant Type
2-mercaptobenzimidazole
Mol
5.11 mmol
MOLECULE ID
JCGG-COM0001689
Reactant Type
HgBr2
Mol
0.205 mmol
PRODUCT
MOLECULE ID
JCGG-COM0002026 (Reaction Tree)
Yield
86%
REACTION DETAIL
Reaction Time
6 hours
Reaction Temp
reflux
Solvent
MeCN
Comment
The glucopyranoside and MS 3A were mixed and stirred for 1 hour at room temperature before the reaction.
COMMENT
Keywords: carbohydrates, glycosides, glycosylation, oligosaccharides, synthetic methods
REFERENCE
Reference Id
REF-0000-000187
Issn
Electronic
Doi
10.1002/anie.201007212
PubMed ID
21433229
Journal Name
Angewandte Chemie (International ed. in English). (2011) 50 (18): 4197-201.
Article Title
S-Benzimidazolyl glycosides as a platform for oligosaccharide synthesis by an active-latent strategy.
Author
Scott J, Hasty; Matthew A, Kleine; Alexei V, Demchenko
Affiliation
Department of Chemistry and Biochemistry, University of Missouri-St.?Louis, One University Boulevard, St.?Louis, MO 63121, USA.
Reference Id
REF-0000-000188
Source
Angew. Chem. Int. Ed. 2011, 50, 4197-4201
Doi
10.1002/anie.201007212

©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)