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【结 构 式】 
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【分子编号】63332 【品名】4-bromo-2-tricyclo[3.3.1.1~3,7~]dec-1-ylphenyl (1,1-dimethylethyl)(dimethyl)silyl ether; [(4-bromo-2-tricyclo[3.3.1.1~3,7~]dec-1-ylphenyl)oxy](1,1-dimethylethyl)dimethylsilane 【CA登记号】 |
【 分 子 式 】C22H33BrOSi 【 分 子 量 】421.49292 【元素组成】C 62.69% H 7.89% Br 18.96% O 3.8% Si 6.66% |
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：(I)In an alternative method, 4-(t-butyldimethylsilyloxy)-3-(1-adamantyl)bromobenzene (I) undergoes Suzuki coupling with 4-formylbenzeneboronic acid (II) to provide the biphenyl aldehyde (III). Subsequent Wittig condensation of (III) with methyl triphenylphosphoranylideneacetate (IV) yields the unsaturated ester (V). This is finally hydrolyzed with LiOH to furnish the title compound.
| 【1】 Penco, S.; Merlini, L.; Giannini, G.; Vesci, L.; Pisano, C.; Dallavalle, S. (Sigma-Tau Industrie Farmaceutiche Riunite SpA); Retinoid derivs. with antiangiogenic, antitumoral and proapoptotic activities. WO 0311808 . |
| 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) | 63332 | 4-bromo-2-tricyclo[3.3.1.1~3,7~]dec-1-ylphenyl (1,1-dimethylethyl)(dimethyl)silyl ether; [(4-bromo-2-tricyclo[3.3.1.1~3,7~]dec-1-ylphenyl)oxy](1,1-dimethylethyl)dimethylsilane | C22H33BrOSi | 详情 | 详情 | |
| (II) | 61564 | 4-Formylphenylboronic acid; 4-Formylbenzeneboronic acid; 4-Boronobenzaldehyde; Benzaldehyde-4-boronic acid; 4-Formylphenylboronic acid | 87199-17-5 | C7H7BO3 | 详情 | 详情 |
| (III) | 63333 | 4'-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-3'-tricyclo[3.3.1.1~3,7~]dec-1-yl[1,1'-biphenyl]-4-carbaldehyde | C29H38O2Si | 详情 | 详情 | |
| (IV) | 14689 | Methyl (triphenylphosphoranylidene)acetate; (methoxycarbonylmethylene)triphenylphosphorane；Methyl 2-(triphenyl-lambda(5)-phosphanylidene)acetate | 2605-67-6 | C21H19O2P | 详情 | 详情 |
| (V) | 63334 | methyl 3-(4'-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-3'-tricyclo[3.3.1.1~3,7~]dec-1-yl[1,1'-biphenyl]-4-yl)-2-propenoate | C32H42O3Si | 详情 | 详情 |
Extended Information