441287
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441287
Aldrich
(1S)-(+)-2-Azabicyclo[2.2.1]hept-5-en-3-one
≥98%
| CAS Number: | 130931-83-8 |
| Linear Formula: | C6H7NO |
| Molecular Weight: | 109.13 |
| MDL number: | MFCD00211275 |
| PubChem Substance ID: | 24867650 |
Description
| Packaging | 1, 5 g in glass btl |
| Application | This lactam and its antipode are precursors to the enantiomers of the carbocyclic nucleoside carbovir.1 It has been demonstrated that (-)-carbovir is a potent inhibitor of HIV-1 and based on clinical trials it could become an alternative to AZT.2,3,4,5 AZT is a trademark of The Wellcome Foundation Ltd.6 |
Properties
| assay | ≥98% |
| optical activity | [α]20/D +565°, c = 1 in chloroform |
| optical purity | ee: 99% (HPLC) |
| mp | 94-97 °C(lit.) |
Safety
References
| Cited Reference | 1. Evans, C.T. et al. J. Chem. Soc. Perkin Trans. I, 589, (1992) |
| 2. Campbell, J.A. et al. J. Org. Chem. 60, 4602, (1995) | |
| 3. Handa, S. et al. J. Chem. Soc. Perkin Trans. I, 1885, (1994) | |
| 4. White, E.L. et al. Biochem. Biophys. Res. Commun. 161, 393, (1989) Abstract | |
| 5. Vince, R. Hua, M. J. Med. Chem. 33, 17, (1990) Abstract | |
| 6. Jung. M.E. Rhee, H. J. Org. Chem. 59, 4719, (1994) | |
| reference | FT-IR 2 (1), 1289:B / Structure Index 1, 138:B:3 |
