JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002502
Submitter
The Noguchi Institute
Reaction ID
R-0000-002502
Regist Date
2012/06/21 19:20:29
REACTANT
MOLECULE ID
JCGG-COM0003256 (Reaction Tree)
Reactant Type
Substrate
Mol
3.65 mmol
MOLECULE ID
JCGG-COM0003221
Reactant Type
AgNO3
Mol
3.65 mmol
MOLECULE ID
JCGG-COM0001964
Reactant Type
AcCl
Mol
3.65 mmol
PRODUCT
MOLECULE ID
JCGG-COM0003257 (Reaction Tree)
Yield
48%
MOLECULE ID
JCGG-COM0003258 (Reaction Tree)
Yield
35%(4/1)
REACTION DETAIL
Reaction Time
24 hours
Reaction Temp
room temp
Solvent
MeCN (1.0 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 room temperature.
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

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