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【结 构 式】 
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【分子编号】41434 【品名】3-(tert-butyl)-5-methoxy-2-(methoxymethoxy)phenyl isocyanate; 1-(tert-butyl)-3-isocyanato-5-methoxy-2-(methoxymethoxy)benzene 【CA登记号】 |
【 分 子 式 】C14H19NO4 【 分 子 量 】265.3092 【元素组成】C 63.38% H 7.22% N 5.28% O 24.12% |
合成路线1
该中间体在本合成路线中的序号：(XI)The diazonium salt (VI), prepared by diazotization of p-anisidine (V), was added to 4-methoxy-2-tert-butylphenol (VII) yielding the azo adduct (VIII). Protection of the phenolic hydroxyl group of (VIII) was carried out by alkylation with methoxymethyl chloride and NaH to give methoxymethyl ether (IX). Then, reductive cleavage of the diazo group of (IX) by hydrogenation over Pd/C furnished aniline (X) (1). Subsequent reaction of (X) with triphosgene and triethylamine in cold CH2Cl2 produced isocyanate (XI), which was condensed with amine (IV) to afford urea (XII). After acid deprotection of the methoxymethyl group of (XII), treatment with phosphoric acid in EtOH provided the title triphosphate salt.
| 【1】 Kubota, H.; Suzumura, K.; Suzuki, T.; Ohmizu, H.; Kashimura, Y.; Antioxidative property of T-0970, a new ureidophenol derivative. Free Radical Research 2000, 32, 3, 255. |
| 【2】 Suzuki, T.; Ohmizu, H.; Hashimura, Y.; Kubota, H.; Tanaka, K. (Tanabe Seiyaku Co., Ltd.); Phenol-derivs. having pharmaceutical activity and process for preparing the same. EP 0790240; JP 1998195037; US 5849732 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (IV) | 41432 | N-(3-pyridinyl)-N-(4-pyridinylmethyl)amine; N-(4-pyridinylmethyl)-3-pyridinamine | C11H11N3 | 详情 | 详情 | |
| (V) | 10478 | p-Anisidine; 4-Methoxyaniline; 4-Methoxyphenylamine | 104-94-9 | C7H9NO | 详情 | 详情 |
| (VI) | 41433 | 4-methoxybenzenediazonium | C7H7N2O | 详情 | 详情 | |
| (VII) | 40700 | 2-(tert-butyl)-4-methoxyphenol | C11H16O2 | 详情 | 详情 | |
| (VIII) | 40701 | 2-(tert-butyl)-4-methoxy-6-[(Z)-2-(4-methoxyphenyl)diazenyl]phenol | C18H22N2O3 | 详情 | 详情 | |
| (IX) | 40702 | (Z)-1-[3-(tert-butyl)-5-methoxy-2-(methoxymethoxy)phenyl]-2-(4-methoxyphenyl)diazene; 3-(tert-butyl)-4-(methoxymethoxy)-5-[(Z)-2-(4-methoxyphenyl)diazenyl]phenyl methyl ether | C20H26N2O4 | 详情 | 详情 | |
| (X) | 40703 | 3-(tert-butyl)-5-methoxy-2-(methoxymethoxy)phenylamine; 3-(tert-butyl)-5-methoxy-2-(methoxymethoxy)aniline | C13H21NO3 | 详情 | 详情 | |
| (XI) | 41434 | 3-(tert-butyl)-5-methoxy-2-(methoxymethoxy)phenyl isocyanate; 1-(tert-butyl)-3-isocyanato-5-methoxy-2-(methoxymethoxy)benzene | C14H19NO4 | 详情 | 详情 | |
| (XII) | 41435 | N'-[3-(tert-butyl)-5-methoxy-2-(methoxymethoxy)phenyl]-N-(3-pyridinyl)-N-(4-pyridinylmethyl)urea | C25H30N4O4 | 详情 | 详情 |