JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002465
Submitter
The Noguchi Institute
Reaction ID
R-0000-002465
Regist Date
2012/06/21 19:16:35
REACTANT
MOLECULE ID
JCGG-COM0003201 (Reaction Tree)
Skeleton
JCGG-STR008362
Mol
1.01 mmol
MOLECULE ID
JCGG-COM0001999
Reactant Type
Ba(OH)2
Mol
1.31 mmol
MOLECULE ID
JCGG-COM0001998
Reactant Type
BaO
Mol
3.03 mmol
MOLECULE ID
JCGG-COM0003192
Reactant Type
propargyl bromide
Mol
1.53 mmol
PRODUCT
MOLECULE ID
JCGG-COM0003202 (Reaction Tree)
Skeleton
JCGG-STR008362
Yield
85%
REACTION DETAIL
Reaction Time
10 hours
Reaction Temp
room temp
Solvent
dry DMF (20mL)
Comment
The reactants were mixed at 0 degree in Celsius before stirred at room temperature.
All the reactants except propargyl bromide were mixed before the cooling.
COMMENT
Keywords: triazole, heparosan, chondroitin, copper catalyzed azide-alkyne cycloaddition, CuAAC, azido-glucuronic acid, glucosamine, galactosamine
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)