Process for the preparation of cyclopropylacetylene
US6359164B1 · kind B1 · utility
1Cited by
8References
22Claims
0Family size
Inventors
Key dates
| Filing date | Sep 30, 1999 |
| Grant date | Mar 19, 2002 |
| Priority date | — |
| Expiry date | Sep 30, 2019 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07C2601/02
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
The present invention relates generally to novel methods for the preparation of cyclopropylacetylene which is an essential reagent in the asymmetric synthesis of (S)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one; a useful human immunodeficiency virus (HIV) reverse transcriptase inhibitor with superior anti-retroviral activity. In the process, for example, cyclopropane carboxaldehyde is alkylated to form 1,1,1-trichloro-2-cyclopropyl-ethanol; which in turn undergoes elimination to form 1,1-dichloro-2-cyclopropyl-ethene; which in turn undergoes elimination to form cyclopropyl acetylene.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.