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 language | English (US) |
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Pages (from-to) | 141-144 |
Number of pages | 4 |
Journal | Letters in Organic Chemistry |
Volume | 11 |
Issue number | 2 |
DOIs | |
State | Published - Feb 2014 |
Keywords
- Alkylation
- Antifungal drug
- Selective reduction
- Stereoselective synthesis
- Terbinafine
ASJC Scopus subject areas
- Organic Chemistry
- Biochemistry