JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002168
Submitter
The Noguchi Institute
Reaction ID
R-0000-002168
Regist Date
2012/06/21 18:44:20
REACTANT
MOLECULE ID
JCGG-COM0002813 (Reaction Tree)
Mol
0.68 mmol
MOLECULE ID
JCGG-COM0001022
Reactant Type
TBAF (1 M in THF)
Volume
1.7 mL
MOLECULE ID
JCGG-COM0000491
Reactant Type
AcOH
Mol
0.75 mmol
PRODUCT
MOLECULE ID
JCGG-COM0002814 (Reaction Tree)
Yield
55%
MOLECULE ID
JCGG-COM0002815 (Reaction Tree)
Yield
30%
REACTION DETAIL
Reaction Time
12 hours
Reaction Temp
room temp
Solvent
dry THF
Comment
The reactants were mixed at 0 degree in Celsius before stirred at room temperature.
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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