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Number of results

Journal

2011 | 9 | 1 | 143-148

Article title

Use of pyridinium ionic liquids as catalysts for the synthesis of 3,5-bis(dodecyloxycarbonyl)-1,4-dihydropyridine derivative

Content

Title variants

Languages of publication

EN

Abstracts

EN
The synthesis of cationic amphiphilic 1,4-dihydropyridine derivative, potential gene delivery agent is achieved via an efficient multi-step sequence. The key step of this approach is a two-component Hantzsch type cyclisation of 3-oxo-2-[1-phenylmethylidene]-butyric acid dodecyl ester and 3-amino-but-2-enoic acid dodecyl ester utilising bis(2-hydroxyethyl)ether as a solvent and 1-butyl-4-methylpyridinium chloride as a catalyst. The 1,4-dihydropyridine derivative with long alkyl ester chains at positions 3 and 5 of the 1,4-DHP ring - 3,5-bis(dodecyloxycarbonyl)-2,6-dimethyl-4-phenyl-1,4-dihydropyridine was obtained in substantially higher yield with respect to classical Hantzsch synthesis. Bromination of this compound followed by nucleophilic substitution of bromine with pyridine gave the desired cationic amphiphilic 1,4-dihydropyridine. [...]

Publisher

Journal

Year

Volume

9

Issue

1

Pages

143-148

Physical description

Dates

published
1 - 2 - 2011
online
16 - 12 - 2010

Contributors

  • Latvian Institute of Organic Synthesis, Riga, LV-1006, Latvia
  • Latvian Institute of Organic Synthesis, Riga, LV-1006, Latvia
author
  • Latvian Institute of Organic Synthesis, Riga, LV-1006, Latvia
  • Latvian Institute of Organic Synthesis, Riga, LV-1006, Latvia
  • Latvian Institute of Organic Synthesis, Riga, LV-1006, Latvia
author
  • Latvian Institute of Organic Synthesis, Riga, LV-1006, Latvia
author
  • Latvian Institute of Organic Synthesis, Riga, LV-1006, Latvia
  • Latvian Institute of Organic Synthesis, Riga, LV-1006, Latvia

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Document Type

Publication order reference

Identifiers

YADDA identifier

bwmeta1.element.-psjd-doi-10_2478_s11532-010-0132-x
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