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【结 构 式】 
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【分子编号】36303 【品名】tert-butyl (3S,4S)-1-[3-([[bis(acetoxy)boryl]oxy]carbonyl)-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydro-7-quinolinyl]-4-(fluoromethyl)pyrrolidinylcarbamate 【CA登记号】 |
【 分 子 式 】C28H34BF2N3O10 【 分 子 量 】621.3999864 【元素组成】C 54.12% H 5.51% B 1.74% F 6.11% N 6.76% O 25.75% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(XVb)Condensation of the protected pyrrolidine (XII) with either the BF2-chelate (XVIa) or the B(OAc)2-chelate (XIVb) of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid provided the 7-(pyrrolidinyl)quinoline (XV). The boron chelate of (XV) was then removed upon refluxing with Et3N in aqueous EtOH to give the quinolinecarboxylic acid (XVI). Finally, treatment of (XVI) with concentrated HCl cleaved the Boc protecting group.
| 【1】 Takahaski, H.; et al.; DC-756: A new methoxyquinolone: Synthesis and in vitro activity of 7-(3-amino-4-substituted-pyrrolidin-1-yl) derivatives. 38th Intersci Conf Antimicrob Agents Chemother (Sept 24 1998, San Diego) 1998, Abst F-73. |
| 【2】 Takeda, T.; Kimura, K.; Ohki, H.; Takahashi, H.; Miyauchi, R.; Takemura, M. (Daiichi Pharmaceutical Co., Ltd.); Cis-substd. fluoromethylpyrrolidine derivs.. EP 0995744; WO 9858923 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XIVa) | 36300 | 1-cyclopropyl-3-[[(difluoroboryl)oxy]carbonyl]-6,7-difluoro-8-methoxy-4(1H)-quinolinone | C14H10BF4NO4 | 详情 | 详情 | |
| (XIVb) | 36301 | diacetyl (1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinolinyl)carbonyl borate | C18H16BF2NO8 | 详情 | 详情 | |
| (XVa) | 36302 | tert-butyl (3S,4S)-1-(1-cyclopropyl-3-[[(difluoroboryl)oxy]carbonyl]-6-fluoro-8-methoxy-4-oxo-1,4-dihydro-7-quinolinyl)-4-(fluoromethyl)pyrrolidinylcarbamate | C24H28BF4N3O6 | 详情 | 详情 | |
| (XVb) | 36303 | tert-butyl (3S,4S)-1-[3-([[bis(acetoxy)boryl]oxy]carbonyl)-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydro-7-quinolinyl]-4-(fluoromethyl)pyrrolidinylcarbamate | C28H34BF2N3O10 | 详情 | 详情 | |
| (XII) | 36298 | tert-butyl (3S,4S)-4-(fluoromethyl)pyrrolidinylcarbamate | C10H19FN2O2 | 详情 | 详情 | |
| (XVI) | 36304 | 7-[(3S,4S)-3-[(tert-butoxycarbonyl)amino]-4-(fluoromethyl)pyrrolidinyl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid | C24H29F2N3O6 | 详情 | 详情 |
Extended Information