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【结 构 式】

【分子编号】44882

【品名】ethyl 2-[4-[2-(4-formyl-2-oxo-1-piperazinyl)acetyl]phenoxy]acetate

【CA登记号】

【 分 子 式 】C17H20N2O6

【 分 子 量 】348.35568

【元素组成】C 58.61% H 5.79% N 8.04% O 27.56%

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:(VIII)

Synthesis of intermediate (VI): Treatment of 2-oxopiperazine (I) with di-t-butyl dicarbonate (II) and Et3N in DMF affords 1-t-butoxycarbonyl-3-oxopiperazine (III), which is then condensed with bromo derivative (IV) by means of NaH in THF, providing ethyl phenoxyacetate derivative (V). Treatment of (V) with HCl/EtOAc allows removal of the t-butyloxycarbonyl group, yielding intermediate (VI). Alternatively, intermediate (VI) can be obtained by first formylation of (I) with formic acid and acetic anhydride (Ac2O) in CH2Cl2 to afford derivative (VII), followed by condensation of (VII) with (IV) to give (VIII) by means of NaH in DMF/THF and deformylation by treatment with HCl/EtOAc to afford (VI).

1 Ohuchi, S.; Suzuki, H.; Ando, T.; Katano, K.; Imai, T.; Kobayashi, K.; Ota, K.; Aizawa, K.; Miura, T. (Meiji Seika Kaisha, Ltd.); Nitrogen-containing heterocyclic cpds. having antiplatelet aggregation effect and medicinal use thereof. EP 1070712; WO 9952894 .
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) 44876 2-piperazinone C4H8N2O 详情 详情
(II) 11147 di(tert-butyl) carbonate C9H18O3 详情 详情
(III) 44877 tert-butyl 3-oxo-1-piperazinecarboxylate C9H16N2O3 详情 详情
(IV) 44878 ethyl 2-[4-(1lambda(3)-dibromanylcarbonyl)phenoxy]acetate C11H12Br2O4 详情 详情
(V) 44879 tert-butyl 4-[2-[4-(2-ethoxy-2-oxoethoxy)phenyl]-2-oxoethyl]-3-oxo-1-piperazinecarboxylate C21H28N2O7 详情 详情
(VI) 44880 ethyl 2-[4-[2-(2-oxo-1-piperazinyl)acetyl]phenoxy]acetate C16H20N2O5 详情 详情
(VII) 44881 3-oxo-1-piperazinecarbaldehyde C5H8N2O2 详情 详情
(VIII) 44882 ethyl 2-[4-[2-(4-formyl-2-oxo-1-piperazinyl)acetyl]phenoxy]acetate C17H20N2O6 详情 详情
Extended Information