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Glycan Syntheses |
JCGG ID |
JCGG-RAC0002617 | ||||
Submitter |
The Noguchi Institute | ||||
Reaction ID |
R-0000-002617
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Regist Date |
2012/06/21 19:31:46 | ||||
| REACTANT | |||||
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Reactant Type |
intermediate 2 (beta) | ||||
Mol |
2.8 mmol | ||||
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Reactant Type |
NaOMe (0.2 M in MeOH) | ||||
Mol |
8.4 mmol | ||||
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Reactant Type |
TEA | ||||
Volume |
1 mL | ||||
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Reactant Type |
SOCl2 | ||||
Mol |
3.6 mmol | ||||
| PRODUCT | |||||
MOLECULE ID |
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Product Type |
beta | ||||
Yield |
87% | ||||
| REACTION DETAIL | |||||
Reaction Time |
1 hour, 2 hours | ||||
Reaction Temp |
room temp, room temp | ||||
Solvent |
MeOH (42mL), THF (10mL) | ||||
Comment |
1) intermediate 2+NaOMe, 2) +all the rest | ||||
| The reactants were mixed at 0 degree in Celsius before stirred at room temperature. (second phase) | |||||
| SOCl2 was added dropwise. | |||||
| COMMENT | |||||
| Keywords: Anthrose, Bacillus anthracis exosporium, antigenic determinants, fucose, cyclic sulfite, cyclic sulfate | |||||
| There are multiple phases in this reaction. | |||||
| REFERENCE | |||||
Reference Id |
REF-0000-000359 | ||||
Issn |
Electronic | ||||
Doi |
10.1021/jo200340q | ||||
PubMed ID |
21678952 | ||||
Journal Name |
The Journal of organic chemistry. (2011) 76 (15): 5985-98. | ||||
Article Title |
Access to antigens related to anthrose using pivotal cyclic sulfite/sulfate intermediates. | ||||
Author |
Ophélie, Milhomme; Cédric, John; Florence, Djedaïni-Pilard; Cyrille, Grandjean | ||||
Affiliation |
Laboratoire des Glucides, UMR CNRS 6219, Institut de Chimie de Picardie, Université de Picardie Jules Verne, 33 rue Saint Leu, 80039 Amiens Cedex, France. | ||||
Reference Id |
REF-0000-000360 | ||||
Source |
J. Org. Chem. 2011, 76, 5985-5998 | ||||
Doi |
10.1021/jo200340q | ||||
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)
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