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Glycan Syntheses |
JCGG ID |
JCGG-RAC0002224 | ||||
Submitter |
The Noguchi Institute | ||||
Reaction ID |
R-0000-002224
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Regist Date |
2012/06/21 18:51:59 | ||||
| REACTANT | |||||
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Mol |
0.01 mol | ||||
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Reactant Type |
p-thiocresol | ||||
Mol |
0.02 mol | ||||
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Reactant Type |
BF3*Et2O | ||||
Mol |
0.07 mol | ||||
| PRODUCT | |||||
MOLECULE ID |
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Product Type |
alpha | ||||
Yield |
90%(alpha/beta=1/1) | ||||
MOLECULE ID |
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Product Type |
beta | ||||
Yield |
90%(alpha/beta=1/1) | ||||
| REACTION DETAIL | |||||
Reaction Time |
3 hours | ||||
Reaction Temp |
40 degree C | ||||
Solvent |
anhydrous CHCl3 | ||||
Comment |
18 and p-thiocresol were mixed at room temperature before the reaction. | ||||
| The reactants were mixed at 0 degree in Celsius before stirred at 40 degree. | |||||
| BF3*Et2O was added slowly. | |||||
| COMMENT | |||||
| Keywords: stereoselectivity, 2-azido-2-deoxygalactosyl donors, acetyl groups, temperature, computational methods | |||||
| REFERENCE | |||||
Reference Id |
REF-0000-000327 | ||||
Issn |
Electronic | ||||
Doi |
10.1021/jo1025157 | ||||
PubMed ID |
21574599 | ||||
Journal Name |
The Journal of organic chemistry. (2011) 76 (13): 5207-18. | ||||
Article Title |
Study of the stereoselectivity of 2-azido-2-deoxygalactosyl donors: remote protecting group effects and temperature dependency. | ||||
Author |
Jane, Kalikanda; Zhitao, Li | ||||
Affiliation |
Department of Chemistry, Binghamton University, Binghamton, New York 13902, United States. | ||||
Reference Id |
REF-0000-000328 | ||||
Source |
J. Org. Chem. 2011, 76, 5207-5218 | ||||
Doi |
10.1021/jo1025157 | ||||
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)
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