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【结 构 式】

【分子编号】35466

【品名】1-[[(E)-tert-butoxy(tert-butoxy[[5-(tert-butyl)-4-(cyanosulfanyl)-2-methylphenyl]imino]methoxy)methylidene]amino]-5-(tert-butyl)-4-(cyanosulfanyl)-2-methylbenzene

【CA登记号】

【 分 子 式 】C34H46N4O3S2

【 分 子 量 】622.8964

【元素组成】C 65.56% H 7.44% N 8.99% O 7.71% S 10.3%

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:(XI)

The intermediate toluene-4-thiosulfonic acid S-(4-amino-2-tert-butyl-5-methylphenyl) ester (VII) has been obtained as follows: the reduction of 5-tert-butyl-2-methylnitrobenzene (VIII) with H2 over RaNi in methanol gives the corresponding aniline (IX), which is treated with sodium thiocyanate and Br2 in methanol to afford 5-tert-butyl-2-methyl-4-thiocyanatoaniline (X). The reaction of (X) with tert-butoxycarbonyl anhydride (Boc2O) in THF gives the imidodicarbonic ester (XI), which is treated with dithiothreitol in ethanol/water to yield the bis sulfanyl compound (XII). The sulfonation of (XII) with tosyl bromide and triethylamine in CCl4 affords the bis toluene-4-thiosulfonate (XIII), which is finally deprotected with HCl in dichloromethane to provide the target intermediate (VII).

1 Vara Prasad, J.V.N.; Domagala, J.M.; Boyer, F.E.; et al.; 5,6-Dihydropyran-2-ones possessing various sulfonyl functionalities: Potent nonpeptidic inhibitors of HIV protease. J Med Chem 2000, 43, 5, 843.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(VII) 35462 S-[4-amino-2-(tert-butyl)-5-methylphenyl] 4-methylbenzenesulfonothioate C18H23NO2S2 详情 详情
(VIII) 35463 4-(tert-butyl)-1-methyl-2-nitrobenzene C11H15NO2 详情 详情
(IX) 35464 5-(tert-butyl)-2-methylaniline; 5-(tert-butyl)-2-methylphenylamine C11H17N 详情 详情
(X) 35465 4-amino-2-(tert-butyl)-5-methylbenzenesulfenyl cyanide C12H16N2S 详情 详情
(XI) 35466 1-[[(E)-tert-butoxy(tert-butoxy[[5-(tert-butyl)-4-(cyanosulfanyl)-2-methylphenyl]imino]methoxy)methylidene]amino]-5-(tert-butyl)-4-(cyanosulfanyl)-2-methylbenzene C34H46N4O3S2 详情 详情
(XII) 35467 1-[[(E)-tert-butoxy(tert-butoxy[[5-(tert-butyl)-2-methyl-4-sulfanylphenyl]imino]methoxy)methylidene]amino]-5-(tert-butyl)-2-methyl-4-sulfanylbenzene C32H48N2O3S2 详情 详情
(XIII) 35468 2-[4-[((E)-tert-butoxy[tert-butoxy[(5-(tert-butyl)-2-methyl-4-[[(4-methylphenyl)(dioxo)-lambda(6)-sulfanyl]sulfanyl]phenyl)imino]methoxy]methylidene)amino]-2-(tert-butyl)-5-methylphenyl]-1-(4-methylphenyl)-1,1-dioxo-2H-disulfane C46H60N2O7S4 详情 详情
Extended Information