JCGG ID |
JCGG-RAC0002773 | ||||
Submitter |
The Noguchi Institute | ||||
Reaction ID |
R-0000-002773 | ||||
Regist Date |
2012/06/21 19:47:08 | ||||
REACTANT | |||||
|
|
||||
Mol |
48.4 mmol | ||||
|
|
||||
Reactant Type |
Tf2O | ||||
Mol |
112.5 mmol | ||||
|
|
||||
Reactant Type |
pyridine | ||||
Mol |
1.13 mol | ||||
|
|
||||
Reactant Type |
NaN3 | ||||
Mol |
288 mmol | ||||
|
|
||||
Reactant Type |
NH4Cl | ||||
Mol |
168 mmol | ||||
PRODUCT | |||||
MOLECULE ID |
|
|
|||
Yield |
75% | ||||
REACTION DETAIL | |||||
Reaction Time |
30 minutes, overnight | ||||
Reaction Temp |
NOT specified, 80 degree C | ||||
Solvent |
ClCH2CH2Cl (340mL), DMF (110mL) | ||||
Comment |
1) 12+Tf2O, pyridine, 2) +all the rest | ||||
COMMENT | |||||
Keywords: mannuronic acids, mannopyranosides, mannopyranosyl methyl uronate, all-cis-linked tetrasaccharide | |||||
There are multiple phases in this reaction. | |||||
REFERENCE | |||||
Reference Id |
REF-0000-000367 | ||||
Issn |
Electronic | ||||
Doi |
10.1021/jo201179p | ||||
PubMed ID |
21793528 | ||||
Journal Name |
The Journal of organic chemistry. (2011) 76 (18): 7301-15. | ||||
Article Title |
Stereoselective synthesis of 2,3-diamino-2,3-dideoxy-β-D-mannopyranosyl uronates. | ||||
Author |
Marthe T C, Walvoort; Gert-Jan, Moggré; Gerrit, Lodder; Herman S, Overkleeft; Jeroen D C, Codée; Gijsbert A, van der Marel | ||||
Affiliation |
Leiden Institute of Chemistry, Leiden University, P.O. Box 9502, 2300 RA Leiden, The Netherlands. | ||||
Reference Id |
REF-0000-000368 | ||||
Source |
J. Org. Chem. 2011, 76, 7301-7315 | ||||
Doi |
10.1021/jo201179p |
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST) |