JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0002163
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-002163
Regist Date
 2012/06/21 18:43:51
REACTANT
MOLECULE ID
 JCGG-COM0002806 (Reaction Tree)
Mol
 0.17 mmol
MOLECULE ID
 JCGG-COM0002622
Reactant Type
 NCS
Mol
 0.42 mmol
PRODUCT
MOLECULE ID
 JCGG-COM0000058 (Reaction Tree)
Skeleton
JCGG-STR032525
Product Type
 alpha
Yield
 60%(alpha/beta=1/9)
MOLECULE ID
 JCGG-COM0000059 (Reaction Tree)
Skeleton
JCGG-STR031569
Product Type
 beta
Yield
 60%(alpha/beta=1/9)
REACTION DETAIL
Reaction Time
 2.5 hours
Reaction Temp
 60 degree C
Solvent
 MeOH
COMMENT
Keywords: N,O-dimethyloxyamine-N-glycosides, protecting group manipulations, N-chlorosuccinimide, NCS, thioglycoside, trichloroacetimidate, complex oligosaccharide synthesis
REFERENCE
Reference Id
 REF-0000-000323
Issn
 Electronic
Doi
 10.1021/jo102372m
PubMed ID
 21332162
Journal Name
 The Journal of organic chemistry. (2011) 76 (6): 1918-21.
Article Title
 Use of N,O-dimethylhydroxylamine as an anomeric protecting group in carbohydrate synthesis.
Author
 Somnath, Dasgupta; Mark, Nitz
Affiliation
 Department of Chemistry, University of Toronto, 80 St. George St., Toronto, ON, Canada M5S 3H6.
Reference Id
 REF-0000-000324
Source
 J. Org. Chem. 2011, 76, 1918-1921
Doi
 10.1021/jo102372m
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)