JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002242
Submitter
The Noguchi Institute
Reaction ID
R-0000-002242
Regist Date
2012/06/21 18:53:39
REACTANT
MOLECULE ID
JCGG-COM0002917 (Reaction Tree)
Reactant Type
hemiacetal (intermediate)
Mol
1 equiv.
MOLECULE ID
JCGG-COM0000521
Reactant Type
TCA
Mol
10.0 equiv.
MOLECULE ID
JCGG-COM0000522
Reactant Type
DBU
Mol
0.3 equiv.
PRODUCT
MOLECULE ID
JCGG-COM0002918 (Reaction Tree)
Yield
60%
REACTION DETAIL
Reaction Time
1 hour, 2 hours
Reaction Temp
0 degree C, room temp
Solvent
dry CH2Cl2, dry CH2Cl2
Comment
1) +all, 2) temperature change
COMMENT
Keywords: stereoselectivity, 2-azido-2-deoxygalactosyl donors, acetyl groups, temperature, computational methods
There are multiple phases in this reaction.
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)