JCGG ID |
JCGG-RAC0002454 | |||||||
Submitter |
The Noguchi Institute | |||||||
Reaction ID |
R-0000-002454 | |||||||
Regist Date |
2012/06/21 19:15:39 | |||||||
REACTANT | ||||||||
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Mol |
4.57 mmol | |||||||
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Reactant Type |
NaOMe (0.5 M in MeOH) | |||||||
Mol |
4.57 mmol | |||||||
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|
|||||||
Reactant Type |
p-TSA | |||||||
Mol |
0.096 mmol | |||||||
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Reactant Type |
PhCH(OMe)2 | |||||||
Mol |
4.81 mmol | |||||||
PRODUCT | ||||||||
MOLECULE ID |
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Product Type |
beta | |||||||
Yield |
81% | |||||||
REACTION DETAIL | ||||||||
Reaction Time |
3 hours, 12 hours | |||||||
Reaction Temp |
0 degree C, room temp | |||||||
Solvent |
dry MeOH (20mL), dry DMF (30mL) | |||||||
Comment |
1) 24+NaOMe, 2) +p-TSA, PhCH(OMe)2 | |||||||
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) |