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【结 构 式】 
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【分子编号】52563 【品名】trimethyl{[2-methyl-1-(phenyloxy)-1-propenyl]oxy}silane; 2-methyl-1-(phenyloxy)-1-propenyl trimethylsilyl ether 【CA登记号】 |
【 分 子 式 】C13H20O2Si 【 分 子 量 】236.3861 【元素组成】C 66.05% H 8.53% O 13.54% Si 11.88% |
合成路线1
该中间体在本合成路线中的序号：(II)The ketonic intermediate (VI) has been obtained as follows: The condensation of the 3-(tert-butyldimethylsilyloxy)propionaldehyde (I) with the silylated enol ether (II), catalyzed by the chiral boron reagent (III), gives the phenyl hydroxyester (IV), which is protected with Tbdms-Cl to provide the silyl ether (V). Finally, the Grignard reaction of (V) with Et-MgBr affords the target ketonic intermediate (VI).
| 【1】 Chen, Y.; Taylor, R.E.; Total synthesis of epothilones B and D. Org Lett 2001, 3, 14, 2221. |
| 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) | 45546 | 3-[[tert-butyl(dimethyl)silyl]oxy]propanal | 570-24-1 | C9H20O2Si | 详情 | 详情 |
| (II) | 52563 | trimethyl{[2-methyl-1-(phenyloxy)-1-propenyl]oxy}silane; 2-methyl-1-(phenyloxy)-1-propenyl trimethylsilyl ether | C13H20O2Si | 详情 | 详情 | |
| (III) | 52564 | 4-(1-methylethyl)-3-[(4-nitrophenyl)sulfonyl]-1,3,2-oxazaborolidin-5-one | C11H13BN2O6S | 详情 | 详情 | |
| (IV) | 52565 | phenyl 5-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-3-hydroxy-2,2-dimethylpentanoate | C19H32O4Si | 详情 | 详情 | |
| (V) | 52566 | phenyl 3,5-bis{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2,2-dimethylpentanoate | C25H46O4Si2 | 详情 | 详情 | |
| (VI) | 40830 | (5S)-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-4,4-dimethyl-3-heptanone | C21H46O3Si2 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(II)The ketonic intermediate (VI) has been obtained as follows: The condensation of the 3-(tert-butyldimethylsilyloxy)propionaldehyde (I) with the silylated enol ether (II), catalyzed by the chiral boron reagent (III), gives the phenyl hydroxyester (IV), which is protected with Tbdms-Cl to provide the silyl ether (V). Finally, the Grignard reaction of (V) with Et-MgBr affords the target ketonic intermediate (VI).
| 【1】 Chen, Y.; Taylor, R.E.; Total synthesis of epothilones B and D. Org Lett 2001, 3, 14, 2221. |
| 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) | 45546 | 3-[[tert-butyl(dimethyl)silyl]oxy]propanal | 570-24-1 | C9H20O2Si | 详情 | 详情 |
| (II) | 52563 | trimethyl{[2-methyl-1-(phenyloxy)-1-propenyl]oxy}silane; 2-methyl-1-(phenyloxy)-1-propenyl trimethylsilyl ether | C13H20O2Si | 详情 | 详情 | |
| (III) | 52564 | 4-(1-methylethyl)-3-[(4-nitrophenyl)sulfonyl]-1,3,2-oxazaborolidin-5-one | C11H13BN2O6S | 详情 | 详情 | |
| (IV) | 52565 | phenyl 5-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-3-hydroxy-2,2-dimethylpentanoate | C19H32O4Si | 详情 | 详情 | |
| (V) | 52566 | phenyl 3,5-bis{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2,2-dimethylpentanoate | C25H46O4Si2 | 详情 | 详情 | |
| (VI) | 40830 | (5S)-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-4,4-dimethyl-3-heptanone | C21H46O3Si2 | 详情 | 详情 |