JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002192
Submitter
The Noguchi Institute
Reaction ID
R-0000-002192
Regist Date
2012/06/21 18:47:43
REACTANT
MOLECULE ID
JCGG-COM0002844 (Reaction Tree)
MOLECULE ID
JCGG-COM0002845 (Reaction Tree)
MOLECULE ID
JCGG-COM0000229
Reactant Type
Cu(OTf)2
PRODUCT
MOLECULE ID
JCGG-COM0002846 (Reaction Tree)
Product Type
alpha
Yield
99%(alpha/beta=7.0/1)
MOLECULE ID
JCGG-COM0002847 (Reaction Tree)
Product Type
beta
Yield
99%(alpha/beta=7.0/1)
REACTION DETAIL
Reaction Time
NOT specified
Reaction Temp
NOT specified
Solvent
NOT specified
Comment
Very few were described regarding this reaction.
COMMENT
Keywords: S-thiazolinyl, STaz, S-benzoxazolyl, SBox, S-ethyl, anomeric leaving groups, activation, monosaccharide building blocks
The procedure regarding this reaction is discussed in another paper in References.
REFERENCE
Reference Id
REF-0000-000325
Issn
Electronic
Doi
10.1021/jo201117s
PubMed ID
21797272
Journal Name
The Journal of organic chemistry. (2011) 76 (18): 7388-98.
Article Title
On orthogonal and selective activation of glycosyl thioimidates and thioglycosides: application to oligosaccharide assembly.
Author
Sophon, Kaeothip; Alexei V, Demchenko
Affiliation
Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, Missouri 63121, USA.
Reference Id
REF-0000-000326
Source
J. Org. Chem. 2011, 76, 7388-7398
Doi
10.1021/jo201117s

©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)