• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】16896

【品名】2-[(3-methyl-1,2,4-oxadiazol-5-yl)methoxy]phenol

【CA登记号】

【 分 子 式 】C10H10N2O3

【 分 子 量 】206.20108

【元素组成】C 58.25% H 4.89% N 13.59% O 23.28%

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:(III)

Proxodolol (V) was obtained as shown in Scheme 21696501a: Monoalkylation of pyrocatechol with chloroacetic acid gives 2-hydroxyphenoxyacetic acid (I), which is cyclized on heating into 1,4-benzodioxan-2-one (II). Condensation of (II) with acetamidoxime, giving 2-methyl-5-(2-hydroxyphenoxymethyl)-1,2,4-oxadiazole (III), followed by alkylation with epichlorohydrin yields the corresponding diether (IV), which smoothly reacts with tert-BuNH2, and the amine (V) is converted into its hydrochloride by reaction with HCl.

1 Mashkovski, M.D.; Sokolov, S.D.; Vinogradova, S.M.; Yuzhakov, S.D.; Yermakova, V.N.; Proxodolol. Drugs Fut 1997, 22, 5, 499.
2 Sokolov, S.D.; Vinogradova, S.M.; Azarevich, O.G.; Berg, M.V.; Mashkovski, M.D.; Yuzhakov, S.D.; Morozov, A.V. (Center for Chemistry of Drugs); The hydrochlorides of derivs. of 5-phenoxymethyl-1,2, 4-oxadiaxole, possessing beta- and alpha-adrenoblocking activities. SU 1132505 .
3 Sokolov, S.D.; Vinogradova, S.M.; Azarevich, O.G. (Center for Chemistry of Drugs); The method for producing of 5-(2-hydroxyphenoxymethyl)-1,2,4-oxadiazoles. SU 1139129 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
10146 Epichlorohydrin; 2-(Chloromethyl)oxirane 106-89-8 C3H5ClO 详情 详情
11599 o-Dihydroxybenzene; Catechol; Pyrocatechol 120-80-9 C6H6O2 详情 详情
11847 2-Chloroacetic acid; Chloroacetic Acid 79-11-8 C2H3ClO2 详情 详情
64134 N'-hydroxyethanimidamide C2H6N2O 详情 详情
(I) 16894 2-Hydroxyphenoxyacetic acid; o-Hydroxyphenoxyacetic acid; 2-(2-hydroxyphenoxy)acetic acid 6324-11-4 C8H8O4 详情 详情
(II) 16895 1,4-BENZODIOXAN-2-ONE; 1,4-benzodioxin-2(3H)-one 4385-48-2 C8H6O3 详情 详情
(III) 16896 2-[(3-methyl-1,2,4-oxadiazol-5-yl)methoxy]phenol C10H10N2O3 详情 详情
(IV) 16897 2-[(3-methyl-1,2,4-oxadiazol-5-yl)methoxy]phenyl 2-oxiranylmethyl ether; 3-methyl-5-[[2-(2-oxiranylmethoxy)phenoxy]methyl]-1,2,4-oxadiazole C13H14N2O4 详情 详情
(V) 16898 1-(tert-butylamino)-3-[2-[(3-methyl-1,2,4-oxadiazol-5-yl)methoxy]phenoxy]-2-propanol hydrochloride C17H26ClN3O4 详情 详情
Extended Information