JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002451
Submitter
The Noguchi Institute
Reaction ID
R-0000-002451
Regist Date
2012/06/21 19:15:22
REACTANT
MOLECULE ID
JCGG-COM0002809 (Reaction Tree)
Mol
2.31 mmol
MOLECULE ID
JCGG-COM0002100
Reactant Type
NaH
Mol
3.01 mmol
MOLECULE ID
JCGG-COM0000161
Reactant Type
BnBr
Mol
6.93 mmol
PRODUCT
MOLECULE ID
JCGG-COM0000936 (Reaction Tree)
Skeleton
JCGG-STR008690
Product Type
alpha
Yield
77%(alpha/beta=1/4)
MOLECULE ID
JCGG-COM0003185 (Reaction Tree)
Skeleton
JCGG-STR008276
Product Type
beta
Yield
77%(alpha/beta=1/4)
REACTION DETAIL
Reaction Time
4 hours
Reaction Temp
room temp
Solvent
DMF (5mL)
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)