JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002621
Submitter
The Noguchi Institute
Reaction ID
R-0000-002621
Regist Date
2012/06/21 19:32:05
REACTANT
MOLECULE ID
JCGG-COM0003406 (Reaction Tree)
Mol
1.8 mmol
MOLECULE ID
JCGG-COM0000634
Reactant Type
NaN3
Mol
3.6 mmol
MOLECULE ID
JCGG-COM0000334
Reactant Type
H2SO4
Volume
117 microL
MOLECULE ID
JCGG-COM0000531
Reactant Type
H2O
Volume
42 microL
PRODUCT
MOLECULE ID
JCGG-COM0003402 (Reaction Tree)
Product Type
gluco
Yield
26%
MOLECULE ID
JCGG-COM0003403 (Reaction Tree)
Product Type
gulo
Yield
61%
REACTION DETAIL
Reaction Time
2 hours, 1 hour
Reaction Temp
60 degree C, room temp
Solvent
dry DMF (10mL), dry THF (20mL)
Comment
1) 7+NaN3, 2) +all the rest
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

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