JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002277
Submitter
The Noguchi Institute
Reaction ID
R-0000-002277
Regist Date
2012/06/21 18:56:53
REACTANT
MOLECULE ID
JCGG-COM0002945 (Reaction Tree)
Reactant Type
thioacetate
Mol
1.0 equiv.
MOLECULE ID
JCGG-COM0002956 (Reaction Tree)
Reactant Type
amino sugar (in MeOH)
Mol
5.0 equiv.
MOLECULE ID
JCGG-COM0002947
Reactant Type
BrCH(CO2Et)2
Mol
2.5 equiv.
PRODUCT
MOLECULE ID
JCGG-COM0002957 (Reaction Tree)
Yield
90%
REACTION DETAIL
Reaction Time
overnight
Reaction Temp
40 degree C
Solvent
anhydrous MeOH
Comment
The thioacetate and BrCH(CO2Et)2 were mixed and stirred for 30 minutes at room temperature before the reaction.
COMMENT
Keywords: sulfonamide-bridged, glycosyl thioacetates, amino sugar substates
REFERENCE
Reference Id
REF-0000-000329
Issn
Electronic
Doi
10.1021/jo2001269
PubMed ID
21401206
Journal Name
The Journal of organic chemistry. (2011) 76 (9): 2965-75.
Article Title
Synthesis of sulfonamide-bridged glycomimetics.
Author
Marie, Lopez; Laurent F, Bornaghi; Hugues, Driguez; Sally-Ann, Poulsen
Affiliation
Eskitis Institute, Griffith University, Nathan Campus, Queensland, 4111, Australia.
Reference Id
REF-0000-000330
Source
J. Org. Chem. 2011, 76, 2965-2975
Doi
10.1021/jo2001269

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