JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002786
Submitter
The Noguchi Institute
Reaction ID
R-0000-002786
Regist Date
2012/06/21 19:48:35
REACTANT
MOLECULE ID
JCGG-COM0003646 (Reaction Tree)
Mol
0.52 mmol
MOLECULE ID
JCGG-COM0000599
Reactant Type
DTBS(OTf)2
Mol
0.6 mmol
MOLECULE ID
JCGG-COM0000979
Reactant Type
pyridine
Volume
0.2 mL
PRODUCT
MOLECULE ID
JCGG-COM0003647 (Reaction Tree)
Yield
76%
REACTION DETAIL
Reaction Time
1.5 hours
Reaction Temp
-40 degree C
Solvent
dry DMF (5mL)
Comment
DTBS(OTf)2 was added dropwise.
Pyridine was added at the end of the reaction.
COMMENT
Keywords: mannuronic acids, mannopyranosides, mannopyranosyl methyl uronate, all-cis-linked tetrasaccharide
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)