|
Glycan Syntheses |
JCGG ID |
JCGG-RAC0002448 | ||||
Submitter |
The Noguchi Institute | ||||
Reaction ID |
R-0000-002448
|
||||
Regist Date |
2012/06/21 19:15:09 | ||||
| REACTANT | |||||
|
|
|
||||
Mol |
2.19 mmol | ||||
|
|
|
||||
Reactant Type |
TEMPO | ||||
Mol |
1.09 mmol | ||||
|
|
|
||||
Reactant Type |
BAIB | ||||
Mol |
5.49 mmol | ||||
|
|
|
||||
Reactant Type |
Cs2CO3 | ||||
Mol |
7.67 mmol | ||||
|
|
|
||||
Reactant Type |
MeI | ||||
Mol |
2.86 mmol | ||||
| PRODUCT | |||||
MOLECULE ID |
|
|
|||
Yield |
88% | ||||
| REACTION DETAIL | |||||
Reaction Time |
NOT specified, 1 hour | ||||
Reaction Temp |
room temp, 0 degree C | ||||
Solvent |
CH2Cl2/H2O = 15mL/5mL, DMF (25mL) | ||||
Comment |
1) 16+TEMPO, BAIB, 2) +Cs2CO3, MeI | ||||
| The addition of Cs2CO3 was performed before the reaction mixture was cooled to 0 degree in Celsius. (second phase) | |||||
| 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)
|