JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002796
Submitter
The Noguchi Institute
Reaction ID
R-0000-002796
Regist Date
2012/06/21 19:50:10
REACTANT
MOLECULE ID
JCGG-COM0003659 (Reaction Tree)
Reactant Type
intermediate 2
Weight
less than 83 mg
MOLECULE ID
JCGG-COM0000549
Reactant Type
NaHCO3 (solid)
Mol
pH = more than 8
MOLECULE ID
JCGG-COM0000086
Reactant Type
Ac2O
Mol
1.18 mmol
PRODUCT
MOLECULE ID
JCGG-COM0003660 (Reaction Tree)
Product Type
intermediate 3
Yield
20%(at least)
REACTION DETAIL
Reaction Time
NOT specified
Reaction Temp
room temp
Solvent
THF/H2O = 1/1 (4mL)
COMMENT
Keywords: mannuronic acids, mannopyranosides, mannopyranosyl methyl uronate, all-cis-linked tetrasaccharide
The product was dissolved in THF/H2O (4 mL, 1/1) and treated with 0.45 M aqueous KOH (0.13 mL) to remove any O-acetyls.
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)