2-[4-(benzyloxy)phenyl]acetic acid -Drug Synthesis Database

【结构式】

【分子编号】39571

【品名】2-[4-(benzyloxy)phenyl]acetic acid

【CA登记号】6547-53-1

【分子式】C₁₅H₁₄O₃

【分子量】242.27436

【元素组成】C 74.36% H 5.82% O 19.81%

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：(XIX)

The starting phenylacetic acid (II) is prepared by an Ullman condensation between tert-butyl-4-hydroxyphenylacetate (XVII) and methyl 3-bromo-4-methoxyphenylacetate (XVIII) catalysed by CuO, followed by treatment with p-toluenesulfonic acid in benzene. Compound (XVII) is prepared by esterification of 4-benzyloxyphenylacetic acid (XIX) to the corresponding tart butyl ester (XX), followed by hydrogenolysis with H2 over Pd/C. Compound (XVIII) is prepared by methylation of methyl 3-bromo-4-hydroxyphenylacetate (XXI) with dimethyl sulfate and K2CO3 in DMF.

参考文献中间体

合成目标

【1】 Kondo, H.; et al.; US 2206407 .
【2】 Tomita, M.; et al.; Synthesis of di-cepharanthine. Tetrahedron Lett 1967, 1201-06.
【3】 Serradell, M.N.; Blancafort, P.; Mealy, N.; Castañer, J.; Cepharanthine. Drugs Fut 1979, 4, 7, 481.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(II)	39555	2-[4-[2-methoxy-5-(2-methoxy-2-oxoethyl)phenoxy]phenyl]acetic acid		C₁₈H₁₈O₆	详情	详情
(XVII)	39573	4-hydroxybenzyl pivalate		C₁₂H₁₆O₃	详情	详情
(XVIII)	39575	methyl 2-(3-bromo-4-methoxyphenyl)acetate		C₁₀H₁₁BrO₃	详情	详情
(XIX)	39571	2-[4-(benzyloxy)phenyl]acetic acid	6547-53-1	C₁₅H₁₄O₃	详情	详情
(XX)	39572	4-(benzyloxy)benzyl pivalate		C₁₉H₂₂O₃	详情	详情
(XXI)	39574	methyl 2-(3-bromo-4-hydroxyphenyl)acetate		C₉H₉BrO₃	详情	详情

Extended Information