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Glycan Syntheses |
JCGG ID |
JCGG-RAC0001358 | ||||
Submitter |
The Noguchi Institute | ||||
Reaction ID |
R-0000-001358
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Regist Date |
2012/06/21 16:53:23 | ||||
| REACTANT | |||||
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Mol |
2.55 mmol | ||||
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Reactant Type |
NaH (60% in mineral oil) | ||||
Mol |
7.90 + 5.01 mmol | ||||
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Reactant Type |
PicBr*HBr | ||||
Mol |
7.65 mmol | ||||
| PRODUCT | |||||
MOLECULE ID |
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Yield |
85% | ||||
| REACTION DETAIL | |||||
Reaction Time |
30 minutes, 90 minutes | ||||
Reaction Temp |
-30 degree C, room temp | ||||
Solvent |
DMF, DMF | ||||
Comment |
1) +all, 2) temperature change | ||||
| NaH and PicBr*HBr were mixed first. | |||||
| NaH was added twice. | |||||
| The second addition of NaH was performed after the addition of 7b. | |||||
| COMMENT | |||||
| Keywords: carbohydrates, glycosides, glycosylation, oligosaccharides, thioimidates | |||||
| There are multiple phases in this reaction. | |||||
| ATTENTION: There is a numerical discrepancy between the scheme and the written method. (the number of % yield) | |||||
| REFERENCE | |||||
Reference Id |
REF-0000-000069 | ||||
Issn |
|||||
Doi |
10.1002/anie.200502694 | ||||
PubMed ID |
16224750 | ||||
Journal Name |
Angewandte Chemie (International ed. in English). (2005) 44 (43): 7123-6. | ||||
Article Title |
Development of an arming participating group for stereoselective glycosylation and chemoselective oligosaccharide synthesis. | ||||
Author |
James T, Smoot; Papapida, Pornsuriyasak; Alexei V, Demchenko | ||||
Affiliation |
Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, MO 63121, USA. | ||||
Reference Id |
REF-0000-000070 | ||||
Source |
Angew. Chem. Int. Ed. 2005, 44, 7123-7126 | ||||
Doi |
10.1002/anie.200502694 | ||||
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)
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