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【结 构 式】

【分子编号】62717

【品名】1-methoxy-2-[4-(3-methyl-2-thienyl)phenyl]propyl methyl ether; 2-[4-(2,2-dimethoxy-1-methylethyl)phenyl]-3-methylthiophene

【CA登记号】

【 分 子 式 】C16H20O2S

【 分 子 量 】276.3996

【元素组成】C 69.53% H 7.29% O 11.58% S 11.6%

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:(XLVII)

2-(4-Iodophenyl)-2-methyloxirane (XLV) was obtained by addition of dimethylsulfonium methylide to 4-iodoacetophenone (I). Rearrangement of epoxide (XLV) in the presence of molecular sieves led to aldehyde (V), which was protected as the dimethyl acetal (XLVI) upon treatment with trimethyl orthoformate. Palladium-catalyzed condensation of the Grignard reagent (VIII) with aryl iodide (XLVI) furnished the biaryl adduct (XLVII). This was subsequently hydrolyzed to the key aldehyde (XVII) employing AcOH

2 Arai, H.; Tanaka, K.; Watanabe, I.; Kodama, T.; Hirano, H.; Abe, N.; Nakabayashi, M. (Toyama Chemical Co., Ltd.); Novel 2-[4-(3-methyl-2-thienyl)phenyl]propionic acid and pharmaceutically acceptable salt thereof and method for treating symptoms of inflammation and pain. US 4230719 .
1 Kodama, T.; Nakabayashi, M.; Watanabe, I.; Hirano, Y.; Abe, N.; Tanaka, K.; Arai, H. (Toyama Chemical Co., Ltd.); 2-[4-(3-Methyl-2-thienyl)phenyl]propionic acid derivs. and its non-toxic salts. DE 2850485; JP 1981049376 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 51497 4'-Iodoacetophenone; 4-Iodoacetophenone; 1-(4-Iodophenyl)ethanone 13329-40-3 C8H7IO 详情 详情
(V) 62685 2-(4-iodophenyl)propanal C9H9IO 详情 详情
(VIII) 36973 bromo(3-methyl-2-thienyl)magnesium C5H5BrMgS 详情 详情
(XVII) 62692 2-[4-(3-methyl-2-thienyl)phenyl]propanal C14H14OS 详情 详情
(XLV) 62715 2-(4-iodophenyl)-2-methyloxirane C9H9IO 详情 详情
(XLVI) 62716 1-(2,2-dimethoxy-1-methylethyl)-4-iodobenzene; 2-(4-iodophenyl)-1-methoxypropyl methyl ether C11H15IO2 详情 详情
(XLVII) 62717 1-methoxy-2-[4-(3-methyl-2-thienyl)phenyl]propyl methyl ether; 2-[4-(2,2-dimethoxy-1-methylethyl)phenyl]-3-methylthiophene C16H20O2S 详情 详情
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