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【结 构 式】

【分子编号】61076

【品名】6-(2-oxiranylmethoxy)tricyclo[6.2.2.0~2,7~]dodeca-2,4,6-trien-3-yl acetate

【CA登记号】

【 分 子 式 】C17H20O4

【 分 子 量 】288.3434

【元素组成】C 70.81% H 6.99% O 22.19%

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:(IX)

The selective hydrolysis of 1,4-diacetoxy-5,6,7,8-tetrahydro-5,8-ethanonaphthalene (VII) with diethylamine in methanol gives 4-acetoxy-5,6,7,8-tetrahydro-5,8-ethano-1-naphthol (VIII), which is condensed with epichlorohydrin (III) by means of piperidine at 90 C to afford 1-acetoxy-4-(2,3-epoxypropoxy)-5,6,7,8-tetrahydro-5,8-ethanonaphthalene (VII). The reaction of (IX) with tert-butylamine (V) in refluxing toluene gives 1-acetoxy-4-[3-(tert-butylamino)-2-hydroxypropoxy]-5,6,7,8-tetrahydro-5,8-ethanonaphthalene (X), which is finally hydrolyzed with dry HCl in refluxing methanol

1 Lauria, F.; et al. (Carlo Erba, S.p.A.); BE 790188; CA 992983; CH 565741; DE 2251095; FR 2157897; GB 1351557; JP 7349750; NL 7214106; ZA 7207459 .
2 Blancafort, P.; Serradell, M.N.; Castaner, J.; McGillion, F.B.; Nafetolol. Drugs Fut 1981, 6, 2, 92.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(III) 10146 Epichlorohydrin; 2-(Chloromethyl)oxirane 106-89-8 C3H5ClO 详情 详情
(V) 17895 2-Amino-2-methylpropane; tert-butylamine; 2-methyl-2-propanamine 75-64-9 C4H11N 详情 详情
(VII) 61074 6-(acetyloxy)tricyclo[6.2.2.0~2,7~]dodeca-2,4,6-trien-3-yl acetate C16H18O4 详情 详情
(VIII) 61075 6-hydroxytricyclo[6.2.2.0~2,7~]dodeca-2,4,6-trien-3-yl acetate C14H16O3 详情 详情
(IX) 61076 6-(2-oxiranylmethoxy)tricyclo[6.2.2.0~2,7~]dodeca-2,4,6-trien-3-yl acetate C17H20O4 详情 详情
(X) 61077 6-[3-(tert-butylamino)-2-hydroxypropoxy]tricyclo[6.2.2.0~2,7~]dodeca-2,4,6-trien-3-yl acetate C21H31NO4 详情 详情
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