JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002285
Submitter
The Noguchi Institute
Reaction ID
R-0000-002285
Regist Date
2012/06/21 18:57:51
REACTANT
MOLECULE ID
JCGG-COM0002972 (Reaction Tree)
Reactant Type
per-O-acetylated
Mol
1.0 equiv.
MOLECULE ID
JCGG-COM0000530
Reactant Type
NaOMe (0.05 M in MeOH)
PRODUCT
MOLECULE ID
JCGG-COM0002973 (Reaction Tree)
Product Type
alpha
Yield
84%(alpha/beta=40/60)
MOLECULE ID
JCGG-COM0002974 (Reaction Tree)
Product Type
beta
Yield
84%(alpha/beta=40/60)
REACTION DETAIL
Reaction Time
30 minutes to overnight
Reaction Temp
room temp
Solvent
MeOH
Comment
The reactants were mixed at 0 degree in Celsius before stirred at room temperature.
The pH of the solution was kept at 12 by adjusting the amount of NaOMe.
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)