Literature DB >> 15921912

'Green' methodology for efficient and selective benzoylation of nucleosides using benzoyl cyanide in an ionic liquid.

Ashok K Prasad1, Vineet Kumar, Shashwat Malhotra, Vasulinga T Ravikumar, Yogesh S Sanghvi, Virinder S Parmar.   

Abstract

Benzoyl cyanide in the ionic liquid 1-methoxyethyl-3-methylimidazolium methanesulfonate has been employed as a 'green' alternative and mild reaction condition protocol to conventional pyridine-benzoyl chloride system for efficient and selective benzoylation of nucleosides (of both the ribo- and deoxyribo-series) at ambient temperatures. The use of benzoyl cyanide-ionic liquid combination has been successfully extended for highly efficient benzoylation of phenols, aromatic amines, benzyl alcohol, aliphatic diols, 3-aminophenol and 2-aminobenzylalcohol, which indicates the versatility of this benzoylating system.

Entities:  

Mesh：

Substances：

Year:  2005        PMID： 15921912     DOI： 10.1016/j.bmc.2005.04.038

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN： 0968-0896            Impact factor:   3.641


  6 in total

Review 1.  Structural modifications of nucleosides in ionic liquids.

Authors:  Vineet Kumar; Virinder S Parmar; Sanjay V Malhotra
Journal:  Biochimie       Date:  2010-02-21       Impact factor: 4.079

Review 2.  Ether- and alcohol-functionalized task-specific ionic liquids: attractive properties and applications.

Authors:  Shaokun Tang; Gary A Baker; Hua Zhao
Journal:  Chem Soc Rev       Date:  2012-03-28       Impact factor: 54.564

3.  In Vitro and In Silico Studies of Human Tyrosyl-DNA Phosphodiesterase 1 (Tdp1) Inhibition by Stereoisomeric Forms of Lipophilic Nucleosides: The Role of Carbohydrate Stereochemistry in Ligand-Enzyme Interactions.

Authors:  Nadezhda S Dyrkheeva; Irina A Chernyshova; Georgy A Ivanov; Yuri B Porozov; Anastasia A Zenchenko; Vladimir E Oslovsky; Alexandra L Zakharenko; Darina I Nasyrova; Galina N Likhatskaya; Sergey N Mikhailov; Olga I Lavrik; Mikhail S Drenichev
Journal:  Molecules       Date:  2022-04-09       Impact factor: 4.927

4.  N-(1,3-Thia-zol-2-yl)benzamide.

Authors:  Afsaneh Zonouzi; Roghieh Mirzazadeh; Hossein Rahmani; Seik Weng Ng
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-03-25

Review 5.  Aroyl and acyl cyanides as orthogonal protecting groups or as building blocks for the synthesis of heterocycles.

Authors:  Kamal Usef Sadek; Ramadan Ahmed Mekheimer; Mohamed Abd-Elmonem; Mohamed Hilmy Elnagdi
Journal:  Mol Divers       Date:  2019-01-21       Impact factor: 2.943

6.  Inhibition of Tyrosyl-DNA Phosphodiesterase 1 by Lipophilic Pyrimidine Nucleosides.

Authors:  Alexandra L Zakharenko; Mikhail S Drenichev; Nadezhda S Dyrkheeva; Georgy A Ivanov; Vladimir E Oslovsky; Ekaterina S Ilina; Irina A Chernyshova; Olga I Lavrik; Sergey N Mikhailov
Journal:  Molecules       Date:  2020-08-13       Impact factor: 4.411
  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.