JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0002877
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-002877
Regist Date
 2012/06/29 18:31:07
REACTANT
MOLECULE ID
 JCGG-COM0004242 (Reaction Tree)
MOLECULE ID
 JCGG-COM0004238
Reactant Type
 tBuSH
MOLECULE ID
 JCGG-COM0000047
Reactant Type
 Et3N
MOLECULE ID
 JCGG-COM0004231
Reactant Type
 2-alkoxytetrahydropyran-2-yl radicals
PRODUCT
MOLECULE ID
 JCGG-COM0004243 (Reaction Tree)
Skeleton
JCGG-STR005837
Product Type
 alpha
Yield
 67%(alpha/beta=less than 1/25)
MOLECULE ID
 JCGG-COM0004244 (Reaction Tree)
Skeleton
JCGG-STR003157
Product Type
 beta
Yield
 67%(alpha/beta=less than 1/25)
REACTION DETAIL
Reaction Time
 NOT specified
Reaction Temp
 NOT specified
Solvent
 CH2Cl2
Reaction Type
 photochemical irradiation
Comment
 Very few were described regarding this reaction.
COMMENT
Keywords: diastereoselective synthesis, critical interplay, 2-deoxy-beta-glycopyranosides, beta-mannopyranosides, alpha-sialosides, alpha-glucopyranosides, beta-arabinofuranosides
REFERENCE
Reference Id
 REF-0000-000373
Issn
 Electronic
Doi
 10.1021/jo2017026
PubMed ID
 21919522
Journal Name
 The Journal of organic chemistry. (2011) 76 (22): 9193-209.
Article Title
 Methodology development and physical organic chemistry: a powerful combination for the advancement of glycochemistry.
Author
 David, Crich
Affiliation
 Department of Chemistry, Wayne State University, Detroit, Michigan 48202, USA. dcrich@chem.wayne.edu
Reference Id
 REF-0000-000374
Source
 J. Org. Chem. 2011, 76, 9193-9209
Doi
 10.1021/jo2017026
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)