JCGG ID |
JCGG-RAC0001375 | |||||||
Submitter |
The Noguchi Institute | |||||||
Reaction ID |
R-0000-001375 | |||||||
Regist Date |
2012/06/21 16:55:33 | |||||||
REACTANT | ||||||||
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|
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Reactant Type |
id=13 (in 4 mL of THF) | |||||||
Mol |
0.398 mmol | |||||||
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|
|||||||
Reactant Type |
TMS2NK (0.5 M in PhCH3) | |||||||
Volume |
1.90 mL | |||||||
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|
|||||||
Reactant Type |
HS(CH2)nSH | |||||||
Mol |
1.18 mmol | |||||||
|
|
|||||||
Reactant Type |
HMPA | |||||||
Volume |
4 mL | |||||||
|
|
|||||||
Reactant Type |
Ac2O | |||||||
Volume |
1 mL | |||||||
|
|
|||||||
Reactant Type |
pyridine | |||||||
Volume |
2 mL | |||||||
PRODUCT | ||||||||
MOLECULE ID |
|
|
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Yield |
70% | |||||||
MOLECULE ID |
|
|
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Yield |
14% | |||||||
REACTION DETAIL | ||||||||
Reaction Time |
NOT specified, 30 minutes, 2 hours, 12 hours | |||||||
Reaction Temp |
-78 degree C, -78 degree C, ambient temperature, ambient temperature | |||||||
Solvent |
THF, THF, THF, THF | |||||||
Comment |
1) +TMS2NK, and degassed, 2) +HS(CH2)nSH, HMPA, and degassed, 3) +13, and degassed, 4) +Ac2O, pyridine | |||||||
The reactants were mixed at -78 degree in Celsius, and gradually allowed to warm to ambient temperature. (third phase, after being degassed) | ||||||||
COMMENT | ||||||||
Keywords: Bisubstrate-type sialyltransferase inhibitors, CMP-NeuAc, N-acetyllactosamine, lactose, sialic acid, ST6N, ST3N | ||||||||
There are multiple phases in this reaction. | ||||||||
REFERENCE | ||||||||
Reference Id |
REF-0000-000071 | |||||||
Issn |
||||||||
Doi |
10.1021/jo030042g | |||||||
PubMed ID |
12839452 | |||||||
Journal Name |
The Journal of organic chemistry. (2003) 68 (14): 5602-13. | |||||||
Article Title |
Systematic syntheses and inhibitory activities of bisubstrate-type inhibitors of sialyltransferases. | |||||||
Author |
Hiroshi, Hinou; Xue-Long, Sun; Yukishige, Ito | |||||||
Affiliation |
RIKEN (The Institute of Physical and Chemical Research), 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan. | |||||||
Reference Id |
REF-0000-000072 | |||||||
Source |
J. Org. Chem. 2003, 68, 5602-5613 | |||||||
Doi |
10.1021/jo030042g |
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST) |