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Glycan Syntheses |
JCGG ID |
JCGG-RAC0000658 | ||||
Submitter |
The Noguchi Institute | ||||
Reaction ID |
R-0000-000658
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Regist Date |
2012/06/21 16:17:17 | ||||
| REACTANT | |||||
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Reactant Type |
glycal | ||||
Mol |
0.33 mmol | ||||
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Reactant Type |
benzenesulfonamide | ||||
Weight |
52 mg | ||||
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Reactant Type |
IDCP | ||||
Mol |
0.43 mmol | ||||
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Reactant Type |
LHMDS (1.0M in THF) | ||||
Volume |
1 mL | ||||
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Reactant Type |
iodosulfonamide (in DMF) | ||||
Volume |
3 mL | ||||
| PRODUCT | |||||
MOLECULE ID |
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Yield |
40% | ||||
| REACTION DETAIL | |||||
Reaction Time |
10 minutes, 25 minutes, 1 hour, 1 hour | ||||
Reaction Temp |
0 degree C, 0 degree C, -40 degree C, -10 degree C | ||||
Solvent |
CH2Cl2, CH2Cl2, DMF, DMF | ||||
Comment |
1) glycal+MS 4A, benzenesulfonamide, 2) +IDCP, 3) +LHDMS, iodosulfonamide, 4) temperature change | ||||
| The glycal was azeotropically dried with anhydrous benzene and placed under vacuum overnight before the reaction. | |||||
| MS 4A was included in the solvent. (first phase) | |||||
| The reaction was conducted in dark condition. (second phase) | |||||
| COMMENT | |||||
| There are four phases in this reaction. | |||||
| REFERENCE | |||||
Reference Id |
REF-0000-000030 | ||||
Issn |
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PubMed ID |
10813908 | ||||
Journal Name |
The Journal of organic chemistry. (2000) 65 (1): 144-51. | ||||
Article Title |
A total synthesis of the methyl glycoside of ganglioside GM(1). | ||||
Author |
S K, Bhattacharya; S J, Danishefsky | ||||
Affiliation |
Department of Chemistry, Columbia University, Havemeyer Hall, New York, New York 10027, USA. | ||||
Reference Id |
REF-0000-000031 | ||||
Source |
J. Org. Chem., 2000, 65, 144-151 | ||||
Doi |
10.1021/jo9912496 | ||||
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)
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