ethyl 3-(3,5-dihydroxyphenyl)butanoate -Drug Synthesis Database

【结构式】

【分子编号】58978

【品名】ethyl 3-(3,5-dihydroxyphenyl)butanoate

【CA登记号】

【分子式】C₁₂H₁₆O₄

【分子量】224.25664

【元素组成】C 64.27% H 7.19% O 28.54%

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：(III)

Horner-Emmons condensation of 3',5'-di(benzyloxy)acetophenone (I) with triethyl phosphonoacetate yields the unsaturated ester (II). Catalytic double bond hydrogenation in (II), with simultaneous benzyl group hydrogenolysis, leads to the substituted resorcinol (III). This is then subjected to Pechmann cyclization with ethyl 1-benzyl-3-oxopiperidine-4-carboxylate (IV) in the presence of H2SO4 and POCl3 to provide the target benzopyranopyridine compound.

参考文献中间体

合成目标

【1】 Buchwald, A.; et al.; Soft cannabinoid analogues as potential anti-glaucoma agents. Pharmazie 2002, 57, 2, 108.

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)	37920	1-[3,5-bis(benzyloxy)phenyl]-1-ethanone	28924-21-2	C₂₂H₂₀O₃	详情	详情
(II)	58977	ethyl (E)-3-[3,5-bis(benzyloxy)phenyl]-2-butenoate		C₂₆H₂₆O₄	详情	详情
(III)	58978	ethyl 3-(3,5-dihydroxyphenyl)butanoate		C₁₂H₁₆O₄	详情	详情
(IV)	57371	ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate		C₁₅H₁₉NO₃	详情	详情

Extended Information