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【结 构 式】

【分子编号】30527

【品名】2-(2-chloroethoxy)phenyl methyl ether; 1-(2-chloroethoxy)-2-methoxybenzene

【CA登记号】

【 分 子 式 】C9H11ClO2

【 分 子 量 】186.63784

【元素组成】C 57.92% H 5.94% Cl 19% O 17.14%

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:(IV)

The condensation of 2-methoxyphenol (I) with ethylene oxide (II) gives 2-(2-methoxyphenoxy)ethanol (III), which is treated with SOCl2 to yield 2-(2-methoxyphenoxy)ethyl chloride (IV). The reaction of (IV) with benzylamine (A) gives N-[2-(2-methoxyphenoxy)ethyl]benzylamine (V), which is condensed with 2-methyl-5-bromoacetylbenzenesulfonamide (VI) affording N-[2-(2-methoxyphenoxy)ethyl]-N-[(4-methyl-3-aminosulfonylbenzoyl)methyl]benzylamine (VII). The reduction of (VII) with NaBH4 affords the corresponding protected carbinol (VIII), which is finally debenzylated by hydrogenation with H2 over Pd/C.

1 Arima, H.; Tamazawa, K.; Synthesis of 14C-labeled 5-[1-hydroxy-2-[2-(o-methoxyphenoxy)ethylamino]ethyl]-2-methylbenzenesulfonamide hydochloride (YM-09538). J Label Compd Radiopharm 1983, 20, 7, 803-811.
2 Fujikura, T.; et al. (Yamanouchi Pharmaceutical Co., Ltd.); Phenylethanolamine derivatives. DE 2843016; ES 474149; ES 481549; FR 2405931; GB 2006772 .
3 Serradell, M.N.; Blancafort, P.; Castaner, J.; Leeson, P.A.; Mealy, N.E.; YM-09,538. Drugs Fut 1981, 6, 7, 425.
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) 15147 Benzylamine; Phenylmethanamine 100-46-9 C7H9N 详情 详情
(I) 13182 Guaiacol; 2-Methoxyphenol 90-05-1 C7H8O2 详情 详情
(II) 10393 Oxirane; Ethylene oxide 75-21-8 C2H4O 详情 详情
(III) 30526 2-(2-methoxyphenoxy)-1-ethanol C9H12O3 详情 详情
(IV) 30527 2-(2-chloroethoxy)phenyl methyl ether; 1-(2-chloroethoxy)-2-methoxybenzene C9H11ClO2 详情 详情
(V) 30528 N-benzyl-2-(2-methoxyphenoxy)-1-ethanamine; N-benzyl-N-[2-(2-methoxyphenoxy)ethyl]amine C16H19NO2 详情 详情
(VI) 30529 5-(2-bromoacetyl)-2-methylbenzenesulfonamide C9H10BrNO3S 详情 详情
(VII) 30530 5-(2-[benzyl[2-(2-methoxyphenoxy)ethyl]amino]acetyl)-2-methylbenzenesulfonamide C25H28N2O5S 详情 详情
(VIII) 30531 5-(2-[benzyl[2-(2-methoxyphenoxy)ethyl]amino]-1-hydroxyethyl)-2-methylbenzenesulfonamide C25H30N2O5S 详情 详情
Extended Information