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Glycan Syntheses |
JCGG ID |
JCGG-RAC0002311 | ||||
Submitter |
The Noguchi Institute | ||||
Reaction ID |
R-0000-002311
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Regist Date |
2012/06/21 19:01:12 | ||||
| REACTANT | |||||
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Reactant Type |
(in Ac2O) | ||||
Mol |
1.93 mmol | ||||
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Reactant Type |
HNO3 (70% w/w) | ||||
Mol |
6.54 mmol | ||||
| PRODUCT | |||||
MOLECULE ID |
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Yield |
65% | ||||
| REACTION DETAIL | |||||
Reaction Time |
2 hours, 12 hours | ||||
Reaction Temp |
-33 degree C, 0 degree C | ||||
Solvent |
Ac2O, Ac2O | ||||
Comment |
1) +all, 2) temperature change | ||||
| Before the reaction, HNO3 was added dropwise to Ac2O at 10 degree in Celsius. (internal temperature was kept in the range of 20 to 25 degree) | |||||
| 5 was added slowly. | |||||
| COMMENT | |||||
| Keywords: 2-acylamino uronic acid, glycosyl phosphonates, oxidation, uronate 2-nitro-glycal, thermodynamic 1,2-trans-di-equatorial phosphonylation | |||||
| There are multiple phases in this reaction. | |||||
| REFERENCE | |||||
Reference Id |
REF-0000-000331 | ||||
Issn |
Electronic | ||||
Doi |
10.1021/jo2002193 | ||||
PubMed ID |
21495699 | ||||
Journal Name |
The Journal of organic chemistry. (2011) 76 (10): 4099-104. | ||||
Article Title |
Accessing C-1 phosphonylated 2-acylamino uronic acids via 2-nitro-glycals. | ||||
Author |
Beenu, Bhatt; Robin J, Thomson; Mark, von Itzstein | ||||
Affiliation |
Institute for Glycomics, Griffith University, Gold Coast Campus, Queensland 4222, Australia. | ||||
Reference Id |
REF-0000-000332 | ||||
Source |
J. Org. Chem. 2011, 76, 4099-4104 | ||||
Doi |
10.1021/jo2002193 | ||||
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)
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