Synthesis of Substituted Benzoxazepinones as Potential Anti-retroviral Drug Analogues
| dc.contributor.author | Izunobi, J.U. | |
| dc.contributor.author | Familoni, O.B. | |
| dc.contributor.author | Alo, B.I. | |
| dc.date.accessioned | 2019-02-08T08:52:07Z | |
| dc.date.available | 2019-02-08T08:52:07Z | |
| dc.date.issued | 2001 | |
| dc.description.abstract | The syntheses of 8-nitro-1,2,3,3a-tetrahydropyrrolo(1,2-a)[4,1]benzoxazepin-6-one 10 and 2-hydroxy-8- nitro-1,2,3,3a-tetrahydropyrrolo(1,2-a)[4,1]benzoxazepine-4,6-dione 11 were achieved via a two-step reaction pathway; condensation followed by dehydration. 2-Chloro -5-nitrobenzoic acid 5 was separately condensed with L-pyrrolidine-2-methanol (L-prolinol) 6 and 4-hydroxy-L-pyrrolidine-2-carboxylic acid (4- hydroxyl-L-proline) 7 to give the condensation products; N-(2’-carboxy-4’-nitrophenyl)-L-prolinol 8 and N- (2’-carboxy-4’-nitrophenyl)-4-hydroxy-L-proline 9, respectively – precursors to the target molecules 10 and 11. N-(2’-carboxy-4’-nitrophenyl)-L-pyrrolidine-2-methanol 8 afforded 8-nitro-1,2,3,3a-tetrahydro pyrrolo(1,2-a)[4,1]benzoxazepin-6-one 10 on dehydration with trifluoroacetic acid while N-(2’-carboxy-4’- nitrophenyl)-4-hydroxy-L-pyrrolidine-2-carboxylic acid 9 in refluxing acetic anhydride gave 2-hydroxy-8- nitro-1,2,3,3a-tetrahydropyrrolo(1,2-a)[4,1] benzoxazepine-4,6-dione 11, both in good yields. | en_US |
| dc.identifier.uri | https://ir.unilag.edu.ng/handle/123456789/3657 | |
| dc.language.iso | en | en_US |
| dc.subject | Research Subject Categories::NATURAL SCIENCES | en_US |
| dc.title | Synthesis of Substituted Benzoxazepinones as Potential Anti-retroviral Drug Analogues | en_US |
| dc.type | Other | en_US |