JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0002231
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-002231
Regist Date
 2012/06/21 18:52:38
REACTANT
MOLECULE ID
 JCGG-COM0002901 (Reaction Tree)
Reactant Type
 3-O-acetyl-4,6-di-O-benzyl-D-galactal
Mol
 4.32 mmol
MOLECULE ID
 JCGG-COM0001107
Reactant Type
 CAN
Mol
 12.95 mmol
MOLECULE ID
 JCGG-COM0000634
Reactant Type
 NaN3
Mol
 6.47 mmol
PRODUCT
MOLECULE ID
 JCGG-COM0002902 (Reaction Tree)
Product Type
 alpha
Yield
 30%(alpha/beta=4/1)
MOLECULE ID
 JCGG-COM0002903 (Reaction Tree)
Skeleton
JCGG-STR028522
Product Type
 beta
Yield
 30%(alpha/beta=4/1)
REACTION DETAIL
Reaction Time
 overnight
Reaction Temp
 -15 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)