JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002243
Submitter
The Noguchi Institute
Reaction ID
R-0000-002243
Regist Date
2012/06/21 18:53:43
REACTANT
MOLECULE ID
JCGG-COM0002895 (Reaction Tree)
Mol
2.56 mmol
MOLECULE ID
JCGG-COM0000546
Reactant Type
Me2C(OMe)2 (solvent)
Volume
20 mL
MOLECULE ID
JCGG-COM0000277
Reactant Type
CSA
Mol
catalytic amount
PRODUCT
MOLECULE ID
JCGG-COM0002919 (Reaction Tree)
Yield
80%
REACTION DETAIL
Reaction Time
24 hours, NOT specified
Reaction Temp
room temp, reflux
Solvent
Me2C(OMe)2, MeOH/H2O = 10/1
Comment
1) +all, 2) temperature change, solvent 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)