2-(4-iodophenyl)-2-methyloxirane -Drug Synthesis Database

【结构式】

【分子编号】62715

【品名】2-(4-iodophenyl)-2-methyloxirane

【CA登记号】

【分子式】C₉H₉IO

【分子量】260.07433

【元素组成】C 41.56% H 3.49% I 48.8% O 6.15%

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：(XLV)

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

参考文献中间体

合成目标

【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

Extended Information