2-[1-(4-iodophenyl)ethyl]-4,4-dimethyl-4,5-dihydro-1,3-oxazole -Drug Synthesis Database

【结构式】

【分子编号】62721

【品名】2-[1-(4-iodophenyl)ethyl]-4,4-dimethyl-4,5-dihydro-1,3-oxazole

【CA登记号】

【分子式】C₁₃H₁₆INO

【分子量】329.18065

【元素组成】C 47.43% H 4.9% I 38.55% N 4.26% O 4.86%

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：(LII)

The iodophenyl propionic acid (XLVIII) was protected as the oxazoline (LII) via activation as the corresponding acid chloride (XLIX), which was condensed with 2-amino-2-methylpropanol (L) to yield amide (LI). Subsequent cyclization of hydroxy amide (LI) by treatment with phosphorus oxychloride led to oxazoline (LII). Palladium coupling between aryl iodide (LII) and the Grignard reagent (VIII) provided the biaryl adduct (LIII). The oxazoline (LIII) was then hydrolyzed to (IX) with sulfuric acid and 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
(VIII)	36973	bromo(3-methyl-2-thienyl)magnesium		C₅H₅BrMgS	详情	详情
(IX)	62687	2-[4-(3-methyl-2-thienyl)phenyl]propanoic acid		C₁₄H₁₄O₂S	详情	详情
(XLVIII)	62718	2-(4-iodophenyl)propanoic acid		C₉H₉IO₂	详情	详情
(XLIX)	62719	2-(4-iodophenyl)propanoyl chloride		C₉H₈ClIO	详情	详情
(L)	21513	2-amino-2-methyl-1-propanol；Karl Fischer;2-Amino-2-methyl-propan-1-ol；2-amino-2-methyl-1-propanol	124-68-5	C₄H₁₁NO	详情	详情
(LI)	62720	N-(2-hydroxy-1,1-dimethylethyl)-2-(4-iodophenyl)propanamide		C₁₃H₁₈INO₂	详情	详情
(LII)	62721	2-[1-(4-iodophenyl)ethyl]-4,4-dimethyl-4,5-dihydro-1,3-oxazole		C₁₃H₁₆INO	详情	详情
(LIII)	62722	4,4-dimethyl-2-{1-[4-(3-methyl-2-thienyl)phenyl]ethyl}-4,5-dihydro-1,3-oxazole		C₁₈H₂₁NOS	详情	详情

Extended Information