JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002230
Submitter
The Noguchi Institute
Reaction ID
R-0000-002230
Regist Date
2012/06/21 18:52:31
REACTANT
MOLECULE ID
JCGG-COM0002900 (Reaction Tree)
Reactant Type
4,6-di-O-benzyl-D-galactal
Mol
2.45 mmol
MOLECULE ID
JCGG-COM0000979
Reactant Type
pyridine (solvent)
Volume
10 mL
MOLECULE ID
JCGG-COM0000086
Reactant Type
Ac2O (solvent)
Mol
5.0 mmol
PRODUCT
MOLECULE ID
JCGG-COM0002901 (Reaction Tree)
Product Type
3-O-acetyl-4,6-di-O-benzyl-D-galactal
Yield
90%
REACTION DETAIL
Reaction Time
2 hours
Reaction Temp
room temp
Solvent
pyridine/Ac2O
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)