JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002506
Submitter
The Noguchi Institute
Reaction ID
R-0000-002506
Regist Date
2012/06/21 19:21:04
REACTANT
MOLECULE ID
JCGG-COM0003266 (Reaction Tree)
Mol
2.7 mmol
MOLECULE ID
JCGG-COM0000086
Reactant Type
Ac2O
Mol
1.3 equiv.
MOLECULE ID
JCGG-COM0000421
Reactant Type
H2O2 (34% aqueous solution)
Mol
1.2 equiv.
PRODUCT
MOLECULE ID
JCGG-COM0003267 (Reaction Tree)
Product Type
Major
Yield
45.82%
MOLECULE ID
JCGG-COM0003268 (Reaction Tree)
Product Type
Minor
Yield
38.18%
REACTION DETAIL
Reaction Time
NOT specified
Reaction Temp
room temp
Solvent
CH2Cl2 (5 mL/mmol)
Comment
200 mg/mmol of silica gel was included in the solvent.
H2O2 was added slowly.
COMMENT
Keywords: stereochemical properties, alkyl beta-glucosyl sulfoxides, rotamer populations, Taft's steric parameter, NOE experiments
REFERENCE
Reference Id
REF-0000-000347
Issn
Electronic
Doi
10.1021/jo201130x
PubMed ID
21830783
Journal Name
The Journal of organic chemistry. (2011) 76 (19): 7769-80.
Article Title
Stereochemical properties of glucosyl sulfoxides in solution.
Author
Carlos A, Sanhueza; Rosa L, Dorta; Jesús T, Vázquez
Affiliation
Instituto Universitario de Bio-Orga?nica Antonio Gonza?lez, Departamento de Qui?mica Orga?nica, Universidad de La Laguna, 38206 La Laguna, Tenerife, Spain.
Reference Id
REF-0000-000348
Source
J. Org. Chem. 2011, 76, 7769-7780
Doi
10.1021/jo201130x

©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)