JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002244
Submitter
The Noguchi Institute
Reaction ID
R-0000-002244
Regist Date
2012/06/21 18:53:48
REACTANT
MOLECULE ID
JCGG-COM0002919 (Reaction Tree)
Mol
1.14 mmol
MOLECULE ID
JCGG-COM0002100
Reactant Type
NaH (60% in mineral oil)
Mol
2.28 mmol
MOLECULE ID
JCGG-COM0000161
Reactant Type
BnBr
Mol
2.28 mmol
PRODUCT
MOLECULE ID
JCGG-COM0002920 (Reaction Tree)
Yield
62%
REACTION DETAIL
Reaction Time
4 hours
Reaction Temp
room temp
Solvent
anhydrous DMF
Comment
The reactants were mixed at 0 degree in Celsius before stirred at room temperature.
NaH was added slowly.
COMMENT
Keywords: stereoselectivity, 2-azido-2-deoxygalactosyl donors, acetyl groups, temperature, computational methods
REFERENCE
Reference Id
REF-0000-000327
Issn
Electronic
Doi
10.1021/jo1025157
PubMed ID
21574599
Journal Name
The Journal of organic chemistry. (2011) 76 (13): 5207-18.
Article Title
Study of the stereoselectivity of 2-azido-2-deoxygalactosyl donors: remote protecting group effects and temperature dependency.
Author
Jane, Kalikanda; Zhitao, Li
Affiliation
Department of Chemistry, Binghamton University, Binghamton, New York 13902, United States.
Reference Id
REF-0000-000328
Source
J. Org. Chem. 2011, 76, 5207-5218
Doi
10.1021/jo1025157

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