JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0002209
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-002209
Regist Date
 2012/06/21 18:50:11
REACTANT
MOLECULE ID
 JCGG-COM0001719 (Reaction Tree)
MOLECULE ID
 JCGG-COM0001547 (Reaction Tree)
MOLECULE ID
 JCGG-COM0000129
Reactant Type
 NIS
MOLECULE ID
 JCGG-COM0000111
Reactant Type
 TfOH
PRODUCT
MOLECULE ID
 JCGG-COM0001548 (Reaction Tree)
Product Type
 alpha
Yield
 98%(alpha/beta=1.1/1)
MOLECULE ID
 JCGG-COM0001549 (Reaction Tree)
Product Type
 beta
Yield
 98%(alpha/beta=1.1/1)
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)