JCGG ID |
JCGG-RAC0002791 | ||||
Submitter |
The Noguchi Institute | ||||
Reaction ID |
R-0000-002791 | ||||
Regist Date |
2012/06/21 19:49:34 | ||||
REACTANT | |||||
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||||
Reactant Type |
donor | ||||
Mol |
65 micro mole | ||||
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|
||||
Reactant Type |
acceptor (in 1 mL of CH2Cl2) | ||||
Mol |
71 micro mole | ||||
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||||
Reactant Type |
Ph2SO | ||||
Mol |
65 micro mole | ||||
|
|
||||
Reactant Type |
TTBP | ||||
Mol |
130 micro mole | ||||
|
|
||||
Reactant Type |
Tf2O | ||||
Mol |
65 micro mole | ||||
PRODUCT | |||||
MOLECULE ID |
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Yield |
74% | ||||
REACTION DETAIL | |||||
Reaction Time |
20 minutes, 20 minutes, overnight | ||||
Reaction Temp |
room temp, -80 degree C, -30 degree C | ||||
Solvent |
CH2Cl2 (1.5mL), CH2Cl2 (1.5mL), CH2Cl2 (1.5+1 mL) | ||||
Comment |
1) 44+Ph2SO, TTBP, MS 3A, 2) +Tf2O, 3) +43 | ||||
MS 3A was included in the solvent. | |||||
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) |