JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0002458
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-002458
Regist Date
 2012/06/21 19:16:00
REACTANT
MOLECULE ID
 JCGG-COM0003188 (Reaction Tree)
Skeleton
JCGG-STR008276
Reactant Type
 beta
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-COM0003194 (Reaction Tree)
Skeleton
JCGG-STR008276
Yield
 83%
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)