JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002612
Submitter
The Noguchi Institute
Reaction ID
R-0000-002612
Regist Date
2012/06/21 19:31:19
REACTANT
MOLECULE ID
JCGG-COM0003392 (Reaction Tree)
Weight
554 mg
MOLECULE ID
JCGG-COM0000002
Reactant Type
Yb(OTf)3
Mol
0.21 mmol
MOLECULE ID
JCGG-COM0003393
Reactant Type
N-Cbz-aminoethanol
Mol
6.4 mmol
PRODUCT
MOLECULE ID
JCGG-COM0003394 (Reaction Tree)
Product Type
alpha
Yield
50%(at least, anomer ratio was NOT specified)
MOLECULE ID
JCGG-COM0003395 (Reaction Tree)
Product Type
beta
Yield
50%(at least, anomer ratio was NOT specified)
REACTION DETAIL
Reaction Time
4 hours
Reaction Temp
100 degree C
Solvent
anhydrous PhCH3 (7.5mL)
Comment
2, Yb(OTf)3, and MS 4A were mixed and stirred for 30 minutes before the reaction.
MS 4A was included in the solvent.
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)