| Автор | Larsen, Janus S. |
| Автор | Christensen, Lene |
| Автор | Ludvig, Gitte |
| Автор | Jørgensen, Per T. |
| Автор | Pedersen, Erik B. |
| Автор | Nielsen, Claus |
| Дата выпуска | 2000 |
| dc.description | Condensation of ethyl 3-phenyl-2-oxocyclopentanecarboxylate 5 with 2-(S-methylthio)isourea followed by hydrolysis with HCl gave 6,7-dihydro-7-phenylcyclopenta[e][1,3]oxazine-2,4(3H,5Hâ )-dione (10a). 7,8-Dihydro-8-phenyl-6H-cyclohexa[e][1,3]oxazine-2,4(3H,5Hâ )-dione (10b) was synthesised by reacting 2-phenylcyclohexanone (9b) with N-(chlorocarbonyl) isocyanate. The oxazines 10a,b were reacted with ammonia to obtain the corresponding uracil derivatives 12a,b which after silylation were alkylated with diethoxymethane using trimethylsilyl triflate (TMS-triflate) as the catalyst or alkylated with chloromethyl ethyl ether to give annelated MKC-442 analogues 2,3 which are locked in a conformation close to the one of MKC-442. In spite of this, only moderate activities were found against HIV-1 for the annelated analogues of MKC-442. |
| Формат | application.pdf |
| Издатель | Royal Society of Chemistry |
| Название | Synthesis of annelated analogues of 6-benzyl-1-(ethoxymethyl)-5-isopropyluracil (MKC-442) using 1,3-oxazine-2,4(3Hâ )-diones as key intermediates |
| Тип | ART |
| Журнал | Journal of the Chemical Society, Perkin Transactions 1 |
| Первая страница | 3035 |
| Последняя страница | 3038 |
| Аффилиация | Larsen Janus S.; Department of Chemistry, University of Southern Denmark |
| Аффилиация | Christensen Lene; Department of Chemistry, University of Southern Denmark |
| Аффилиация | Ludvig Gitte; Department of Chemistry, University of Southern Denmark |
| Аффилиация | Jørgensen Per T.; Department of Chemistry, University of Southern Denmark |
| Аффилиация | Pedersen Erik B.; Department of Chemistry, University of Southern Denmark |
| Аффилиация | Nielsen Claus; Retrovirus Laboratory, Department of Virology, State Serum Institute |
| Выпуск | 18 |
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