JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002712
Submitter
The Noguchi Institute
Reaction ID
R-0000-002712
Regist Date
2012/06/21 19:41:26
REACTANT
MOLECULE ID
JCGG-COM0003538 (Reaction Tree)
Mol
31 micro mole
MOLECULE ID
JCGG-COM0003529
Reactant Type
TMSONa
Mol
124 micro mole
MOLECULE ID
JCGG-COM0001026
Reactant Type
palladium
Mol
catalytic amount
MOLECULE ID
JCGG-COM0000552
Reactant Type
HCl (1 M aq)
Volume
190 microL
MOLECULE ID
JCGG-COM0000414
Reactant Type
H2 (gas)
PRODUCT
MOLECULE ID
JCGG-COM0003539 (Reaction Tree)
Yield
38%
REACTION DETAIL
Reaction Time
1 hour, overnight
Reaction Temp
NOT specified, NOT specified
Solvent
CH2Cl2 (1.5mL), t-BuOH/H2O = 4/1 (5mL)
Comment
1) 36+TMSONa, 2) +all the rest
COMMENT
Keywords: Streptococcus pneumonia, SP1, zwitterionic polysaccharide, ZPs, cis-glycosidic bond
There are multiple phases in this reaction.
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)