JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002648
Submitter
The Noguchi Institute
Reaction ID
R-0000-002648
Regist Date
2012/06/21 19:34:36
REACTANT
MOLECULE ID
JCGG-COM0003445 (Reaction Tree)
Mol
2.7 mmol
MOLECULE ID
JCGG-COM0000521
Reactant Type
Cl3CCN
Mol
54 mmol
MOLECULE ID
JCGG-COM0000522
Reactant Type
DBU
Mol
0.7 mmol
PRODUCT
MOLECULE ID
JCGG-COM0003446 (Reaction Tree)
Product Type
alpha
Yield
70%(alpha/beta=15/1)
MOLECULE ID
JCGG-COM0003447 (Reaction Tree)
Product Type
beta
Yield
70%(alpha/beta=15/1)
REACTION DETAIL
Reaction Time
2 hours
Reaction Temp
room temp
Solvent
CH2Cl2 (5mL)
Comment
The reactants were mixed at 0 degree in Celsius before stirred at room temperature.
Both Cl3CCN and DBU were added dropwise.
COMMENT
Keywords: Anthrose, Bacillus anthracis exosporium, antigenic determinants, fucose, cyclic sulfite, cyclic sulfate
REFERENCE
Reference Id
REF-0000-000359
Issn
Electronic
Doi
10.1021/jo200340q
PubMed ID
21678952
Journal Name
The Journal of organic chemistry. (2011) 76 (15): 5985-98.
Article Title
Access to antigens related to anthrose using pivotal cyclic sulfite/sulfate intermediates.
Author
Ophélie, Milhomme; Cédric, John; Florence, Djedaïni-Pilard; Cyrille, Grandjean
Affiliation
Laboratoire des Glucides, UMR CNRS 6219, Institut de Chimie de Picardie, Université de Picardie Jules Verne, 33 rue Saint Leu, 80039 Amiens Cedex, France.
Reference Id
REF-0000-000360
Source
J. Org. Chem. 2011, 76, 5985-5998
Doi
10.1021/jo200340q

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