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【结 构 式】

【分子编号】32298

【品名】1-chloro-3-(isopropylamino)-2-propanol

【CA登记号】

【 分 子 式 】C6H14ClNO

【 分 子 量 】151.636

【元素组成】C 47.53% H 9.31% Cl 23.38% N 9.24% O 10.55%

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:(C)

Compound can be prepared in several different ways: 1) The reaction of 2-acetyl-7-hydroxybenzofuran (I) with epichlorohydrin by means of piperidine hydrochloride (A) at 105 C gives 2-acetyl-7-(2,3-epoxypropoxy)benzofuran (II), which is then condensed with isopropylamine (B) in refluxing ethanol. 2) By reaction of (I) with 1-chloro-3-isopropylamino-2-propanol (C) by means of NaOH at 80 C in a sealed tube. 3) By reductocondensation of 2-[1,1-(ethylenedioxy)ethyl]-7-[2-oxo-3-(hydroxyimino)propoxy]benzofuran (III) with acetone by means of H2 and PtO2 in ethanol, followed by hydrolysis of the reduced product with HCl in ethanol. 4) The reaction of 2-[1,1-(ethylenedioxy)ethyl]-7-glyoxylmethoxybenz-furan (IV) with isopropylamine (B) in ethanol gives the corresponding Schiff base (V), which is then reduced with NaBH4 and hydrolyzed with HCl in ethanol. 5) By hydrolysis of 3-isopropyl-5-(2-acetyl-7-benzofuryloxymethyl)oxazolidinone (VI) with aqueous refluxing NaOH. 6) By reaction of 2-acetyl-7-(2-hydroxy-3-aminopropoxy)benzofuran (VII) with isopropyl bromide (D) in ethanol at 100 C.

1 Ito, K.; Ikemoto, M.; Kimura, K.; Uchida, K.; Nakanishi, T.; JP 7436664 .
2 Ito, K.; Ikemoto, M.; Kimura, K.; Uchida, K.; Nakanishi, T.; JP 7442664 .
3 Ito, K.; Ikemoto, M.; Kimura, K.; Uchida, K.; Nakanishi, T.; JP 7441358 .
4 Ito, K.; Ikemoto, M.; Kimura, K.; Nakanishi, T.; JP 7443960 .
5 Ito, K.; Ikemoto, M.; Kimura, K.; Uchida, K.; Nakanishi, T.; JP 7443961 .
6 Ito, K.; Ikemoto, M.; Kimura, K.; Nakanishi, T. (Kaken Pharmaceutical Co., Ltd.); 2-Substittuted-(2-hydroxy-3-lower alkalinopropoxy)benzofurans. DE 2223184; FR 2137901; JP 7242747; US 3853923 .
7 Castaner, J.; Blancafort, P.; Weetman, D.F.; Serradell, M.N.; Befunolol. Drugs Fut 1981, 6, 10, 601.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(A) 10146 Epichlorohydrin; 2-(Chloromethyl)oxirane 106-89-8 C3H5ClO 详情 详情
(B) 23933 2-Propanamine; Isopropylamine 75-31-0 C3H9N 详情 详情
(D) 32658 2-bromopropane 75-26-3 C3H7Br 详情 详情
(I) 32291 1-(7-hydroxy-1-benzofuran-2-yl)-1-ethanone 40020-87-9 C10H8O3 详情 详情
(II) 32292 1-[7-(2-oxiranylmethoxy)-1-benzofuran-2-yl]-1-ethanone C13H12O4 详情 详情
(III) 32293 3-[[2-(2-methyl-1,3-dioxolan-2-yl)-1-benzofuran-7-yl]oxy]-2-oxopropanal oxime C15H15NO6 详情 详情
(IV) 32294 3-[[2-(2-methyl-1,3-dioxolan-2-yl)-1-benzofuran-7-yl]oxy]-2-oxopropanal C15H14O6 详情 详情
(V) 32295 1-(isopropylimino)-3-[[2-(2-methyl-1,3-dioxolan-2-yl)-1-benzofuran-7-yl]oxy]acetone C18H21NO5 详情 详情
(VI) 32296 5-[[(2-acetyl-1-benzofuran-7-yl)oxy]methyl]-3-isopropyl-1,3-oxazolidin-2-one C17H19NO5 详情 详情
(VII) 32297 1-[7-(3-amino-2-hydroxypropoxy)-1-benzofuran-2-yl]-1-ethanone C13H15NO4 详情 详情
(C) 32298 1-chloro-3-(isopropylamino)-2-propanol C6H14ClNO 详情 详情
Extended Information