药物详细合成路线

Name	WB-4101
Chemical Name	2-[2-(2,6-Dimethoxyphenoxy)ethylaminomethyl]-1,4-benzodioxane
CAS	613-67-2
Related CAS
Formula	C19H23NO5
Structure
Formula Weight	345.39886
Stage	未确定
Company
Activity/Mechanism	alpha1-Adrenoceptor Antagonists
Syn. Route	1

Route 1 by condensation of 2-aminomethyl-1,4-benzodioxane (i) with 2,6-dimethoxyphenoxyethyl chloride (ii) performed by heating at 160 c or by means of k2co3 in refluxing chcl3 - water.the starting products (i) and (ii) are prepared as follows:1) the reaction of 2-chloromethyl-1,4-benzodioxane (iii) with potassium phthalimide (iv) in refluxing dmf gives 2-phthalimidomethyl-1,4-benzodioxane (v), which is then treated with hydrazine hydrate (a) in refluxing 2-ethoxyethanol to give (i).2) the condensation of 2,6-dimethoxyphenol (vi) with ethylene carbonate (vii) by means of k2co3 in refluxing toluene gives 2,6-dimethoxyphenoxyethanol (viii), which is then refluxed with socl2 to afford (ii). List of intermediates No. 1,4-dihydroestronemethylether; (8r,9s,13s,14s)-3-methoxy-13-methyl-1,4,6,7,8,9,11,12,13,14,15,16-dodecahydro-17h-cyclopenta[a]phenanthren-17-one (vi) (3r)-3-(stearoyloxy)tetradecanoic acid (a) octahydropyrrolo[1,2-a]pyrazine (iv) [4-(4-fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)-3-pyridinyl]methanol (vii) n(1)-(6-chloro-1-naphthyl)-1,2-ethanediamine; n-(2-aminoethyl)-n-(6-chloro-1-naphthyl)amine (iii) (v) 1,6-dichloronaphthalene (i) 4-amino-n-[(1s)-2-amino-1-(4-chlorobenzyl)-2-oxoethyl]-8-chromanecarboxamide (viii) (2s)-2-(2-fluoro[1,1-biphenyl]-4-yl)propionic acid (ii) Reference 1:     us 3472874 . Reference 2:     castaner, j.; serradell, m.n.; hillier, k.; blancafort, p.; wb-4101. drugs fut 1979, 4, 5, 369. Reference 3:     green, p.n.; et al.; synthesis and pharmacological properties of a series of 2-(substituted-aminoethyl)-1,4-benzodioxanes. j med chem 1969, 12, 2, 326-329.

来源:药化网

作者:药化小编

摘要:本文合成路线介绍的是药物中文名；英文名WB-4101；CAS[613-67-2]

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