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【结 构 式】 
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【分子编号】30151 【品名】2-Diazo-3-oxo-4(R)-[3(S)-[1(R)-(triethylsilyloxy)ethyl]-4-oxoazetidin-2(R)-yl]pentanoic acid 4-nitrobenzyl ester 【CA登记号】 |
【 分 子 式 】C23H32N4O7Si 【 分 子 量 】504.61534 【元素组成】C 54.75% H 6.39% N 11.1% O 22.19% Si 5.57% |
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：(XXXIX)Diazoketone (XXXIX), prepared by silyl protection of the precursor (XXXVIII), was cyclized in the presence of Rh(II) catalyst to produce oxocarbapenem (XL). Treatment of (XL) with Tf2O and 2,2,6,6-tetramethylpiperidine yielded vinyl triflate (XLI). Hydroxymethylation of (XLI) was then achieved by cross coupling with tributylstannylmethanol in the presence of Pd catalyst to furnish (XLII).
| 【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 |
|---|---|---|---|---|---|---|
| (XXXVIII) | 30150 | (3S,4R)-3-((1R)-1-Hydroxyethyl)-4[(1R)-1-methyl-3-diazo-3-(p-nitrobenzyloxycarbonyl)-2-oxopropyl]azetidin-2-one | 137391-68-5 | C17H18N4O7 | 详情 | 详情 |
| (XXXIX) | 30151 | 2-Diazo-3-oxo-4(R)-[3(S)-[1(R)-(triethylsilyloxy)ethyl]-4-oxoazetidin-2(R)-yl]pentanoic acid 4-nitrobenzyl ester | C23H32N4O7Si | 详情 | 详情 | |
| (XL) | 30152 | (4R,5R,6S)-4-methyl-2-[2-(4-nitrobenzyloxy)acetyl]-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]heptane-3,7-dione | C23H32N2O7Si | 详情 | 详情 | |
| (XLI) | 30153 | (4R,5R,6S)-4-methyl-2-[2-(4-nitrobenzyloxy)acetyl]-7-oxo-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]hept-2-en-3-yl trifluoromethanesulfonate | C24H31F3N2O9SSi | 详情 | 详情 | |
| (XLII) | 30154 | (4S,5R,6S)-3-(hydroxymethyl)-4-methyl-2-[2-(4-nitrobenzyloxy)acetyl]-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]hept-2-en-7-one | C24H34N2O7Si | 详情 | 详情 |
Extended Information