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【结 构 式】

【分子编号】58977

【品名】ethyl (E)-3-[3,5-bis(benzyloxy)phenyl]-2-butenoate

【CA登记号】

【 分 子 式 】C26H26O4

【 分 子 量 】402.49004

【元素组成】C 77.59% H 6.51% O 15.9%

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:(II)

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.

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