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【结 构 式】 
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【分子编号】41560 【品名】4-oxo-4-[2-(trimethylsilyl)ethoxy]butyric acid 【CA登记号】 |
【 分 子 式 】C9H18O4Si 【 分 子 量 】218.32502 【元素组成】C 49.51% H 8.31% O 29.31% Si 12.86% |
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：(XXVII)The esterification of the secondary OH group of (XXVI) with acid (XXVII) by means of DCC and DMAP gives the corresponding ester (XXVIII), which is selectively desilylated with HF/pyridine in THF giving the primary alcohol (XXIX). The oxidation of (XXIX) with DMP in pyridine/THF yields the corresponding aldehyde (XXX), which by a new Wittig condensation with phosphorane (XXXI) in dichloromethane affords the fully silylated precursor (XXXII). Finally this compound is desilylated by a treatment with TBAF in DMF.
| 【1】 Guzzupe, A.N.; et al.; Total synthesis of the epidermal growth factor inhibitor (-)-reveromycin B. J Org Chem 2001, 66, 7, 2382. |
| 【2】 Cuzzupe, A.N.; et al.; Total synthesis of (-)-reveromycin B. Org Lett 2000, 2, 2, 191. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XXVI) | 41559 | 2-(trimethylsilyl)ethyl (2E,4E,6S)-6-[(2R,5S,7R,8S)-7-((2E,4E,6S,7S)-6,8-bis[[tert-butyl(dimethyl)silyl]oxy]-3,7-dimethyl-2,4-octadienyl)-2-butyl-8-methyl-1,6-dioxaspiro[4.5]dec-2-yl]-6-hydroxy-3-methyl-2,4-hexadienoate | n/a | C47H88O7Si3 | 详情 | 详情 |
| (XXVII) | 41560 | 4-oxo-4-[2-(trimethylsilyl)ethoxy]butyric acid | C9H18O4Si | 详情 | 详情 | |
| (XXVIII) | 41561 | C56H104O10Si4 | 详情 | 详情 | ||
| (XXIX) | 41562 | C50H90O10Si3 | 详情 | 详情 | ||
| (XXX) | 41563 | n/a | C50H88O10Si3 | 详情 | 详情 | |
| (XXXI) | 41564 | 2-(trimethylsilyl)ethyl 2-(triphenylphosphoranylidene)acetate | C25H29O2PSi | 详情 | 详情 | |
| (XXXII) | 41565 | n/a | C57H102O11Si4 | 详情 | 详情 |
Extended Information