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【结 构 式】 
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【分子编号】50223 【品名】N-[6-([[tert-butyl(dimethyl)silyl]oxy]methyl)-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-2-hydroxybenzamide 【CA登记号】 |
【 分 子 式 】C20H25NO6Si 【 分 子 量 】403.50714 【元素组成】C 59.53% H 6.24% N 3.47% O 23.79% Si 6.96% |
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：(V)The condensation of 4-(tert-butyldimethylsilyloxymethyl)aniline (I) with 2-(acetoxy)benzoyl chloride (II) by means of TEA in dichloromethane gives the corresponding amide (III), which is oxidized with DMP in dichloromethane to yield the benzoquinone (IV). The reaction of (IV) with H2O2 and K2CO3 affords the epoxide (V), which is finally desilylated with HF and pyridine in THF to provide the target compound.
| 【1】 Nicolaou, K.C.; et al.; New synthetic technology for the construction of N-containing quinones and derivatives thereof: Total synthesis of epoxyquinomycin B. Angew Chem. Int Ed Engl 2001, 40, 1, 207. |
| 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) | 33423 | 4-([[tert-butyl(dimethyl)silyl]oxy]methyl)phenylamine; 4-([[tert-butyl(dimethyl)silyl]oxy]methyl)aniline | C13H23NOSi | 详情 | 详情 | |
| (II) | 16900 | 2-(chlorocarbonyl)phenyl acetate; Acetylsalicyloyl chloride | 5538-51-2 | C9H7ClO3 | 详情 | 详情 |
| (III) | 50221 | 2-[[4-([[tert-butyl(dimethyl)silyl]oxy]methyl)anilino]carbonyl]phenyl acetate | C22H29NO4Si | 详情 | 详情 | |
| (IV) | 50222 | 2-([[4-([[tert-butyl(dimethyl)silyl]oxy]methyl)-3,6-dioxo-1,4-cyclohexadien-1-yl]amino]carbonyl)phenyl acetate | C22H27NO6Si | 详情 | 详情 | |
| (V) | 50223 | N-[6-([[tert-butyl(dimethyl)silyl]oxy]methyl)-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-2-hydroxybenzamide | C20H25NO6Si | 详情 | 详情 |
Extended Information