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Glycan Syntheses |
JCGG ID |
JCGG-RAC0002613 | ||||
Submitter |
The Noguchi Institute | ||||
Reaction ID |
R-0000-002613
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Regist Date |
2012/06/21 19:31:26 | ||||
| REACTANT | |||||
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Reactant Type |
alpha(N-Cbz-aminoethanol) | ||||
Weight |
0.936 g | ||||
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Reactant Type |
beta(N-Cbz-aminoethanol) | ||||
Weight |
0.624 g | ||||
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Reactant Type |
Ag2O | ||||
Mol |
32.4 mmol | ||||
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Reactant Type |
MeI | ||||
Mol |
64.8 mmol | ||||
| PRODUCT | |||||
MOLECULE ID |
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Product Type |
alpha | ||||
Yield |
92%(anomer ratio should be alpha/beta=6/4) | ||||
MOLECULE ID |
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Product Type |
beta | ||||
Yield |
92%(anomer ratio should be alpha/beta=6/4) | ||||
| REACTION DETAIL | |||||
Reaction Time |
1 hour, 5 days | ||||
Reaction Temp |
room temp, room temp | ||||
Solvent |
dry CH2Cl2 (50mL), dry CH2Cl2 (50mL) | ||||
Comment |
1) 3a+3b, Ag2O, 2) +MeI | ||||
| MeI 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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