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【结 构 式】 
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【分子编号】30145 【品名】(3S,4R)-3-((1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-4-[(1R)-1-methyl-2-oxo-3-(trimethylsilyl)propyl]-2-azetidinone 【CA登记号】 |
【 分 子 式 】C18H37NO3Si2 【 分 子 量 】371.66772 【元素组成】C 58.17% H 10.03% N 3.77% O 12.91% Si 15.11% |
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：(XXXIII)Azetidinepropanoic acid (XXXI) was converted to methoxyamide (XXXII) and then treated with trimethylsilylmethyllithium to give silyl ketone (XXXIII). After conversion of (XXXIII) to bromoketone (XXXIV), displacement by an acetate group afforded acetoxymethyl ketone (XXXV). A similar route as above produced phosphorane (XXXVI), which was then cyclized to the carbapenem (XXXVII).
| 【1】 Yasuda, N.; et al.; Preparation of anti-MRS carbapenem L-786,392. 38th Intersci Conf Antimicrob Agents Chemother (Sept 24 1998, San Diego) 1998, Abst F-31. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XXXI) | 30029 | (2R)-2-[(2S,3S)-3-((1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-4-oxoazetidinyl]propionic acid | C14H27NO4Si | 详情 | 详情 | |
| (XXXII) | 30030 | (2R)-2-[(2S,3S)-3-((1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-4-oxoazetidinyl]-N-methoxy-N-methylpropanamide | C16H32N2O4Si | 详情 | 详情 | |
| (XXXIII) | 30145 | (3S,4R)-3-((1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-4-[(1R)-1-methyl-2-oxo-3-(trimethylsilyl)propyl]-2-azetidinone | C18H37NO3Si2 | 详情 | 详情 | |
| (XXXIV) | 30146 | (3S,4R)-4-[(1R)-3-bromo-1-methyl-2-oxopropyl]-3-((1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-2-azetidinone | C15H28BrNO3Si | 详情 | 详情 | |
| (XXXV) | 30147 | (3R)-3-[(2R,3S)-3-((1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-4-oxoazetidinyl]-2-oxobutyl acetate | C17H31NO5Si | 详情 | 详情 | |
| (XXXVI) | 30148 | (3R)-3-[(2R,3S)-3-((1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-1-[3-(4-nitrobenzyloxy)-2-oxo-1-(triphenylphosphoranylidene)propyl]-4-oxoazetidinyl]-2-oxobutyl acetate | C44H51N2O9PSi | 详情 | 详情 | |
| (XXXVII) | 30149 | 4-nitrobenzyl (4S,5R,6S)-6-((1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-3-(hydroxymethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C24H34N2O7Si | 详情 | 详情 |
Extended Information