JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002775
Submitter
The Noguchi Institute
Reaction ID
R-0000-002775
Regist Date
2012/06/21 19:47:25
REACTANT
MOLECULE ID
JCGG-COM0003627 (Reaction Tree)
Mol
1.08 mmol
MOLECULE ID
JCGG-COM0001109
Reactant Type
PhSH
Mol
1.25 mmol
MOLECULE ID
JCGG-COM0000099
Reactant Type
BF3*OEt2
Mol
2.26 mmol
PRODUCT
MOLECULE ID
JCGG-COM0003628 (Reaction Tree)
Product Type
alpha
Yield
82%(alpha/beta=1/2.4)
MOLECULE ID
JCGG-COM0003629 (Reaction Tree)
Product Type
beta
Yield
82%(alpha/beta=1/2.4)
REACTION DETAIL
Reaction Time
5 hours
Reaction Temp
50 degree C
Solvent
ClCH2CH2Cl (5.65mL)
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)