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【结 构 式】 
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【分子编号】24062 【品名】1-bromododecane 【CA登记号】143-15-7 |
【 分 子 式 】C12H25Br 【 分 子 量 】249.2345 【元素组成】C 57.83% H 10.11% Br 32.06% |
合成路线1
该中间体在本合成路线中的序号：(IV)By condensation of 2-(3-methoxyphenyl)tetradecanenitrile (I) [prepared by alkylation of 3-methoxyphenylacetonitrile (III) with 1-bromoundecane (IV) with 1-chloro-4-methyl-6-(3-methoxyphenyl)-4-azahexane (II) (prepared by alkylation of N-methyl-[2-(3-methoxyphenyl)ethylamine (VI) with 1-bromo-3-chloropropane (V)) by means of sodium amide in refluxing toluene.
| 【1】 Ehrmann, O.; et al. (BASF AG); omega-Cyano-1, omega-diphenyl-azaalkiane derivatives, their preparation and drugs containing them. DE 3144150 . |
| 【2】 Castaner, J.; Prous, J.; Anipamil. Drugs Fut 1986, 11, 3, 171. |
| 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) | 24059 | 2-(3-methoxyphenyl)tetradecanenitrile | C21H33NO | 详情 | 详情 | |
| (II) | 24060 | 3-chloro-N-(3-methoxyphenethyl)-N-methyl-1-propanamine | C13H20ClNO | 详情 | 详情 | |
| (III) | 24061 | 3-methoxyphenylacetonitrile; 2-(3-methoxyphenyl)acetonitrile | 19924-43-7 | C9H9NO | 详情 | 详情 |
| (IV) | 24062 | 1-bromododecane | 143-15-7 | C12H25Br | 详情 | 详情 |
| (V) | 10358 | 1-Bromo-3-chloropropane | 109-70-6 | C3H6BrCl | 详情 | 详情 |
| (VI) | 24064 | 2-(3-methoxyphenyl)-N-methyl-1-ethanamine | C10H15NO | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(II)By condensation of azacycloheptan-2-one (I) with 1-bromododecane (II) by means of NaH in refluxing toluene.
| 【1】 Rajadhyaksha, V.J.; Method for improved plant pest control. CA 1189338; EP 0077078; JP 58074601 . |
| 【2】 Nelson, E.L.; Method of treatment of inflammation. EP 0060970; JP 57142918; US 4310525 . |
| 【3】 Kelly, M.G.; Greenblatt, L.P.; Nelson, F.C. (American Home Products Corp.); Trisubstd. oxazole derivs. as serotonin ligands. US 6242448 . |
合成路线3
该中间体在本合成路线中的序号：(II)The alkylation of N-acetyl-L-cysteine (I) with dodecyl bromide (II) by means of ammonia in methanol gives N-acetyl-S-dodecyl-L-cysteine (III), which is treated with isobutyl chloroformate and N-methylmorpholine (NMM) in THF yielding the mixed anhydride (IV). The reaction of (IV) with diazomethane in ethyl ether affords the diazoketone (V), which is finally treated with HCl in ethyl acetate.
| 【1】 Narla, R.K.; Uckun, F.M.; Perry, D.A. (Parker Hughes Institute); Alkyl ketones as potent anti-cancer agents. WO 0000469 . |
| 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) | 35475 | (2S)-2-(acetamido)-2-sulfanylethanoic acid | C4H7NO3S | 详情 | 详情 | |
| (II) | 24062 | 1-bromododecane | 143-15-7 | C12H25Br | 详情 | 详情 |
| (III) | 35476 | (2S)-2-(acetamido)-2-(dodecylsulfanyl)ethanoic acid | C16H31NO3S | 详情 | 详情 | |
| (IV) | 35477 | C21H39NO5S | 详情 | 详情 | ||
| (V) | 35478 | N-[(1S)-3-diazo-1-(dodecylsulfanyl)-2-oxopropyl]acetamide | C17H31N3O2S | 详情 | 详情 |