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【结 构 式】 
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【分子编号】59348 【品名】N-{(6R,9S,10R,13S,15aS,22S,24aS)-22-[4-(dimethylamino)benzyl]-6-ethyl-17-hydroxy-10,23-dimethyl-18-methylene-5,8,12,15,21,24-hexaoxo-13-phenyldocosahydro-12H-pyrido[2,1-f]pyrrolo[2,1-l][1,4,7,10,13,16]oxapentaazacyclononadecin-9-yl}-3-hydroxy-2-pyridinecarboxamide 【CA登记号】 |
【 分 子 式 】C46H56N8O10 【 分 子 量 】880.99856 【元素组成】C 62.71% H 6.41% N 12.72% O 18.16% |
合成路线1
该中间体在本合成路线中的序号：(II)Reduction of the keto group of 5-delta-methylene pristinamycin IA (I) by means of NaBH4 in the presence of CeCl3 provided the allyl alcohol (II). Subsequent chlorination of (II) with SOCl2, furnished a mixture of compounds containing the 5-delta-(chloromethyl) (III) and the 5-gamma-chloro-5-delta-methylene (IV) derivatives. Treatment of the crude mixture with morpholine (V) in refluxing acetonitrile yielded the title 5-delta-morpholinomethyl analogue.
| 【1】 Barriere, J.C.; Bacque, E.; Puchault, G.; Dutruc-Rooset, G.; Doerflinger, G.; Berthaud, N.; Design and synthesis of RPR202868, the pristinamycin I component of RPR202868/RPR132552, a new oral streptogramin. 41st Intersci Conf Antimicrob Agents Chemother (Dec 16 2001, Chicago) 2001, Abst F-359. |
| 【2】 Barriere, J.-C.; Pantel, G.; Bacqué, E.; Doerflinger, G.; Dutruc-Rosset, G. (Aventis Pharma SA); Streptogramin derivs., production thereof and compsns. containing the same. EP 1204675; FR 2796949; US 6541451; WO 0110895 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 41288 | C46H54N8O10 | 详情 | 详情 | ||
| (II) | 59348 | N-{(6R,9S,10R,13S,15aS,22S,24aS)-22-[4-(dimethylamino)benzyl]-6-ethyl-17-hydroxy-10,23-dimethyl-18-methylene-5,8,12,15,21,24-hexaoxo-13-phenyldocosahydro-12H-pyrido[2,1-f]pyrrolo[2,1-l][1,4,7,10,13,16]oxapentaazacyclononadecin-9-yl}-3-hydroxy-2-pyridinecarboxamide | C46H56N8O10 | 详情 | 详情 | |
| (III) | 59349 | N-{(6R,9S,10R,13S,15aS,22S,24aS)-18-(chloromethyl)-22-[4-(dimethylamino)benzyl]-6-ethyl-10,23-dimethyl-5,8,12,15,21,24-hexaoxo-13-phenyl-1,2,3,5,6,7,8,9,10,13,14,15,15a,16,19,21,22,23,24,24a-icosahydro-12H-pyrido[2,1-f]pyrrolo[2,1-l][1,4,7,10,13,16]oxapentaazacyclononadecin-9-yl}-3-hydroxy-2-pyridinecarboxamide | C46H55ClN8O9 | 详情 | 详情 | |
| (IV) | 59350 | N-{(6R,9S,10R,13S,15aS,22S,24aS)-17-chloro-22-[4-(dimethylamino)benzyl]-6-ethyl-10,23-dimethyl-18-methylene-5,8,12,15,21,24-hexaoxo-13-phenyldocosahydro-12H-pyrido[2,1-f]pyrrolo[2,1-l][1,4,7,10,13,16]oxapentaazacyclononadecin-9-yl}-3-hydroxy-2-pyridinecarboxamide | C46H55ClN8O9 | 详情 | 详情 | |
| (V) | 10388 | Morpholine | 110-91-8 | C4H9NO | 详情 | 详情 |