JCGG ID |
JCGG-RAC0001277 | ||||
Submitter |
The Noguchi Institute | ||||
Reaction ID |
R-0000-001277 | ||||
Regist Date |
2012/06/21 16:48:30 | ||||
REACTANT | |||||
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Mol |
0.117 mol | ||||
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Reactant Type |
TBAF (1 M in THF) | ||||
Volume |
352 mL | ||||
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Reactant Type |
NaH | ||||
Mol |
0.352 mol | ||||
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Reactant Type |
BnBr | ||||
Mol |
0.352 mol | ||||
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Reactant Type |
AcOH | ||||
Volume |
300 mL | ||||
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Reactant Type |
H2O | ||||
Volume |
80 mL | ||||
PRODUCT | |||||
MOLECULE ID |
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Yield |
63% | ||||
REACTION DETAIL | |||||
Reaction Time |
2 hours, 12 hours, 24 hours | ||||
Reaction Temp |
room temp, ice-bath, room temp | ||||
Solvent |
THF, DMF, THF | ||||
Comment |
1) 48+TBAF, 2) +NaH, BnBr, 3) +all the rest | ||||
COMMENT | |||||
Keywords: galactal derivatives, 6-O-TIPS protection, trichloroacetimidates, Michael-type addition, 2-nitroglycals | |||||
There are multiple phases in this reaction. | |||||
REFERENCE | |||||
Reference Id |
REF-0000-000063 | ||||
Issn |
|||||
Doi |
10.1021/jo061670b | ||||
PubMed ID |
17503844 | ||||
Journal Name |
The Journal of organic chemistry. (2007) 72 (12): 4367-77. | ||||
Article Title |
Glycal glycosylation and 2-nitroglycal concatenation, a powerful combination for mucin core structure synthesis. | ||||
Author |
Jürgen, Geiger; B Gopal, Reddy; Gottfried A, Winterfeld; R, Weber; M, Przybylski; R R, Schmidt | ||||
Affiliation |
Fachbereich Chemie, Universität Konstanz, Fach M 725, D - 78457 Konstanz, Germany. | ||||
Reference Id |
REF-0000-000064 | ||||
Source |
J. Org. Chem. 2007, 72, 4367-4377 | ||||
Doi |
10.1021/jo061670b |
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST) |