JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002466
Submitter
The Noguchi Institute
Reaction ID
R-0000-002466
Regist Date
2012/06/21 19:16:40
REACTANT
MOLECULE ID
JCGG-COM0003202 (Reaction Tree)
Skeleton
JCGG-STR008362
Mol
1.41 mmol
MOLECULE ID
JCGG-COM0000498
Reactant Type
p-TSA
Mol
0.028 mmol
MOLECULE ID
JCGG-COM0000086
Reactant Type
Ac2O
Mol
5.64 mmol
PRODUCT
MOLECULE ID
JCGG-COM0003203 (Reaction Tree)
Skeleton
JCGG-STR008362
Yield
86%
REACTION DETAIL
Reaction Time
5 hours, 4 hours
Reaction Temp
room temp, room temp
Solvent
MeOH, pyridine (5mL)
Comment
1) 34+p-TSA, 2) +Ac2O
COMMENT
Keywords: triazole, heparosan, chondroitin, copper catalyzed azide-alkyne cycloaddition, CuAAC, azido-glucuronic acid, glucosamine, galactosamine
There are multiple phases in this reaction.
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)