JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002491
Submitter
The Noguchi Institute
Reaction ID
R-0000-002491
Regist Date
2012/06/21 19:19:20
REACTANT
MOLECULE ID
JCGG-COM0003235 (Reaction Tree)
Reactant Type
Substrate
Mol
0.25 mmol
MOLECULE ID
JCGG-COM0003221
Reactant Type
AgNO3
Mol
0.25 mmol
MOLECULE ID
JCGG-COM0001964
Reactant Type
AcCl
Mol
0.25 mmol
PRODUCT
MOLECULE ID
JCGG-COM0003236 (Reaction Tree)
Yield
33%
REACTION DETAIL
Reaction Time
1 hour
Reaction Temp
55 degree C
Solvent
MeCN (3.0 mL)
Comment
The addition of AcCl was performed after the addition of all the other reactants.
AcCl was added dropwise.
The reactants were mixed at 0 degree in Celsius before stirred at 55 degree.
COMMENT
Keywords: 2-nitroglycals, non-carbohydrate-derived olefins, nitroolefins, acetyl chloride, silver nitrate, acetonitrile
REFERENCE
Reference Id
REF-0000-000345
Issn
Electronic
Doi
10.1021/jo200475h
PubMed ID
21612270
Journal Name
The Journal of organic chemistry. (2011) 76 (14): 5832-7.
Article Title
Acetyl chloride-silver nitrate-acetonitrile: a reagent system for the synthesis of 2-nitroglycals and 2-nitro-1-acetamido sugars from glycals.
Author
Pavan K, Kancharla; Y Suman, Reddy; Suresh, Dharuman; Yashwant D, Vankar
Affiliation
Department of Chemistry, Indian Institute of Technology, Kanpur, India.
Reference Id
REF-0000-000346
Source
J. Org. Chem. 2011, 76, 5832-5837
Doi
10.1021/jo200475h

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