JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002876
Submitter
The Noguchi Institute
Reaction ID
R-0000-002876
Regist Date
2012/06/29 18:30:52
REACTANT
MOLECULE ID
JCGG-COM0004237 (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-COM0004239 (Reaction Tree)
Product Type
beta+beta
Yield
76%(beta+beta/beta+alpha/alpha+beta=80/15/5)
MOLECULE ID
JCGG-COM0004240 (Reaction Tree)
Product Type
beta+alpha
Yield
76%(beta+beta/beta+alpha/alpha+beta=80/15/5)
MOLECULE ID
JCGG-COM0004241 (Reaction Tree)
Product Type
alpha+beta
Yield
76%(beta+beta/beta+alpha/alpha+beta=80/15/5)
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)