Stereoselective methodology for the synthesis of an antifungal allylamine: Terbinafine

Research output: Contribution to journalArticle

Abstract

The stereoselective synthesis of an antifungal drug, Terbinafine, bearing (E)-tert-butylenyne structural element as the side chain is achieved by coupling N-methyl-1-napthalene methanamine with 1-bromo-6,6-dimethyl-2E-hepten-4- yne in good yield. The new methodology avoids the use of toxic starting materials like acrolein and phosphorous pentachloride that were used in earlier reports. The structure was confirmed by IR, NMR, MS, and elemental analysis.

Original languageEnglish (US)
Pages (from-to)141-144
Number of pages4
JournalLetters in Organic Chemistry
Volume11
Issue number2
DOIs
StatePublished - Feb 2014

Fingerprint

terbinafine
Bearings (structural)
Allylamine
Acrolein
Poisons
Nuclear magnetic resonance
Chemical analysis
Pharmaceutical Preparations
methylamine

Keywords

  • Alkylation
  • Antifungal drug
  • Selective reduction
  • Stereoselective synthesis
  • Terbinafine

ASJC Scopus subject areas

  • Organic Chemistry
  • Biochemistry

Cite this

Stereoselective methodology for the synthesis of an antifungal allylamine : Terbinafine. / Panda, Siva S.

In: Letters in Organic Chemistry, Vol. 11, No. 2, 02.2014, p. 141-144.

Research output: Contribution to journalArticle

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