JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0002188
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-002188
Regist Date
 2012/06/21 18:46:55
REACTANT
MOLECULE ID
 JCGG-COM0002833 (Reaction Tree)
Mol
 0.11 mmol
MOLECULE ID
 JCGG-COM0002834 (Reaction Tree)
Skeleton
JCGG-STR031569
Mol
 0.10 mmol
MOLECULE ID
 JCGG-COM0000741
Reactant Type
 MeOTf
Mol
 0.33 mmol
PRODUCT
MOLECULE ID
 JCGG-COM0002835 (Reaction Tree)
Yield
 72%
REACTION DETAIL
Reaction Time
 8 hours
Reaction Temp
 room temp
Solvent
 (ClCH2)2
Comment
 The donor, the acceptor, and molecular sieves (3 A) were mixed and stirred for 1 hour at room temperature before the reaction.
MS 3A was included in the solvent.
COMMENT
Keywords: S-thiazolinyl, STaz, S-benzoxazolyl, SBox, S-ethyl, anomeric leaving groups, activation, monosaccharide building blocks
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)