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Glycan Syntheses |
JCGG ID |
JCGG-RAC0001057 | ||||
Submitter |
The Noguchi Institute | ||||
Reaction ID |
R-0000-001064
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Regist Date |
2012/06/21 16:37:18 | ||||
| REACTANT | |||||
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Mol |
6.06 mmol | ||||
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Reactant Type |
DMDO (0.05 M in acetone) | ||||
Volume |
240 mL | ||||
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Reactant Type |
EtSH | ||||
Mol |
15.1 mmol | ||||
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Reactant Type |
ZnCl2 (1 M in THF) | ||||
Mol |
6.06 mmol | ||||
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Reactant Type |
DMAP | ||||
Mol |
9.09 mmol | ||||
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Reactant Type |
Ac2O | ||||
Mol |
9.09 mmol | ||||
| PRODUCT | |||||
MOLECULE ID |
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Yield |
23% | ||||
| REACTION DETAIL | |||||
Reaction Time |
1 hour, 3 hours, overnight | ||||
Reaction Temp |
0 degree C, -20 to 0 degree C, room temp | ||||
Solvent |
CH2Cl2, THF, CH2Cl2 | ||||
Comment |
1) 17+DMDO, 2) +EtSH, ZnCl2, 3) +all the rest | ||||
| COMMENT | |||||
| There are three phases in this reaction. | |||||
| ATTENTION: There is a typo in the written method. (compound 2.31 should be 28) | |||||
| REFERENCE | |||||
Reference Id |
REF-0000-000048 | ||||
Issn |
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PubMed ID |
11273599 | ||||
Journal Name |
Journal of the American Chemical Society. (2001) 123 (1): 35-48. | ||||
Article Title |
Total syntheses of tumor-related antigens N3: probing the feasibility limits of the glycal assembly method. | ||||
Author |
H M, Kim; I J, Kim; S J, Danishefsky | ||||
Affiliation |
Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, 1275 York Ave., New York, New York 10021, USA. | ||||
Reference Id |
REF-0000-000049 | ||||
Source |
J. Am. Chem. Soc. 2001, 123, 35-48 | ||||
Doi |
10.1021/ja0022730 | ||||
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)
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