JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002463
Submitter
The Noguchi Institute
Reaction ID
R-0000-002463
Regist Date
2012/06/21 19:16:26
REACTANT
MOLECULE ID
JCGG-COM0003199 (Reaction Tree)
Skeleton
JCGG-STR008362
Mol
2.3 mmol
MOLECULE ID
JCGG-COM0000889
Reactant Type
BnOH
Mol
0.006 mol
MOLECULE ID
JCGG-COM0000006
Reactant Type
Sc(OTf)3
Mol
0.031 mmol
PRODUCT
MOLECULE ID
JCGG-COM0003200 (Reaction Tree)
Skeleton
JCGG-STR008362
Yield
81%
REACTION DETAIL
Reaction Time
90 minutes
Reaction Temp
reflux (90 degree C)
Solvent
dichloroethane (5mL)
COMMENT
Keywords: triazole, heparosan, chondroitin, copper catalyzed azide-alkyne cycloaddition, CuAAC, azido-glucuronic acid, glucosamine, galactosamine
ATTENTION: There is a typo in the written method. (0.006 mmol should be 0.006 mol)
REFERENCE
Reference Id
REF-0000-000343
Issn
Electronic
Doi
10.1021/jo200076z
PubMed ID
21438620
Journal Name
The Journal of organic chemistry. (2011) 76 (9): 3181-93.
Article Title
Design and synthesis of unnatural heparosan and chondroitin building blocks.
Author
Smritilekha, Bera; Robert J, Linhardt
Affiliation
Department of Chemistry and Chemical Biology, Center for Biotechnology and Interdisciplinary Studies, Rensselaer Polytechnic Institute, Troy, New York 12180, USA.
Reference Id
REF-0000-000344
Source
J. Org. Chem. 2011, 76, 3181-3193
Doi
10.1021/jo200076z

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