JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002692
Submitter
The Noguchi Institute
Reaction ID
R-0000-002692
Regist Date
2012/06/21 19:38:51
REACTANT
MOLECULE ID
JCGG-COM0003506 (Reaction Tree)
Mol
1.28 mmol
MOLECULE ID
JCGG-COM0000367
Reactant Type
Cs2CO3
Mol
1.41 mmol
MOLECULE ID
JCGG-COM0003507
Reactant Type
ClC(C=NPh)CF3
Mol
2.56 mmol
PRODUCT
MOLECULE ID
JCGG-COM0003508 (Reaction Tree)
Product Type
alpha
Yield
83%(alpha/beta=1/3)
MOLECULE ID
JCGG-COM0003509 (Reaction Tree)
Product Type
beta
Yield
83%(alpha/beta=1/3)
REACTION DETAIL
Reaction Time
NOT specified
Reaction Temp
NOT specified
Solvent
acetone/water = 6.1mL/0.3mL
COMMENT
Keywords: Streptococcus pneumonia, SP1, zwitterionic polysaccharide, ZPs, cis-glycosidic bond
ATTENTION: There is a typo in Experimental Section. (CsCO3 should be Cs2CO3)
REFERENCE
Reference Id
REF-0000-000363
Issn
Electronic
Doi
10.1021/jo102363d
PubMed ID
21341806
Journal Name
The Journal of organic chemistry. (2011) 76 (6): 1692-706.
Article Title
Galacturonic acid lactones in the synthesis of all trisaccharide repeating units of the zwitterionic polysaccharide Sp1.
Author
Alphert E, Christina; Leendert J, van den Bos; Herman S, Overkleeft; Gijsbert A, van der Marel; Jeroen D C, Codée
Affiliation
Leiden Institute of Chemistry, Leiden University, P.O. Box 9502, 2300 RA Leiden, The Netherlands.
Reference Id
REF-0000-000364
Source
J. Org. Chem. 2011, 76, 1692-1706
Doi
10.1021/jo102363d

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