JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002179
Submitter
The Noguchi Institute
Reaction ID
R-0000-002179
Regist Date
2012/06/21 18:45:00
REACTANT
MOLECULE ID
JCGG-COM0002808 (Reaction Tree)
Mol
1 equiv.
MOLECULE ID
JCGG-COM0001871
Reactant Type
FeCl3
Mol
2 equiv.
PRODUCT
MOLECULE ID
JCGG-COM0002427 (Reaction Tree)
Yield
20%
REACTION DETAIL
Reaction Time
2 hours
Reaction Temp
60 degree C
Solvent
THF/H2O = 9/1
Comment
Very few were described regarding this reaction.
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

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