JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002232
Submitter
The Noguchi Institute
Reaction ID
R-0000-002232
Regist Date
2012/06/21 18:52:48
REACTANT
MOLECULE ID
JCGG-COM0002904 (Reaction Tree)
Mol
0.88 mmol
MOLECULE ID
JCGG-COM0001109
Reactant Type
PhSH
Mol
2.63 mmol
MOLECULE ID
JCGG-COM0000426
Reactant Type
DIPEA
Mol
0.88 mmol
PRODUCT
MOLECULE ID
JCGG-COM0002905 (Reaction Tree)
Product Type
alpha
Yield
80%(alpha/beta=2/1)
MOLECULE ID
JCGG-COM0002906 (Reaction Tree)
Skeleton
JCGG-STR028522
Product Type
beta
Yield
80%(alpha/beta=2/1)
REACTION DETAIL
Reaction Time
1 hour
Reaction Temp
0 degree C
Solvent
MeCN
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)