JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001564
Submitter
The Noguchi Institute
Reaction ID
R-0000-001564
Regist Date
2012/06/21 17:21:39
REACTANT
MOLECULE ID
JCGG-COM0002014 (Reaction Tree)
Mol
1.77 mmol
MOLECULE ID
JCGG-COM0001452
Reactant Type
TMSCl
Mol
26.6 mmol
MOLECULE ID
JCGG-COM0002008
Reactant Type
anisoyl chloride
Mol
3.55 mmol
PRODUCT
MOLECULE ID
JCGG-COM0002015 (Reaction Tree)
Yield
89%
REACTION DETAIL
Reaction Time
1 hour, 1 hour
Reaction Temp
room temp, room temp
Solvent
pyridine, pyridine
Comment
1) B+TMSCl, 2) +anisoyl chloride
Both TMSCl and anisoyl chloride were added dropwise.
COMMENT
Keywords: carbohydrates, glycosides, glycosylation, oligosaccharides, synthetic methods
There are multiple phases in this reaction.
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)