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【结 构 式】 
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【分子编号】61562 【品名】(2R)-6-[3-(cyclopentyloxy)-4-methoxyphenyl]-1-oxaspiro[2.5]octane-2,6-dicarbonitrile 【CA登记号】 |
【 分 子 式 】C21H24N2O3 【 分 子 量 】352.43324 【元素组成】C 71.57% H 6.86% N 7.95% O 13.62% |
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)The reaction of cyclohexanone (I) with chloroacetonitrile, KOH and benzyltriethylammonium chloride in THF gives the cyanoepoxide (II), which is treated with LiBr and LiOH in DMF/acetonitrile/water to yield the lithium salt (III) of the title product. Finally, this salt is treated with HCl in ethyl acetate to afford the target Cilomilast.
| 【1】 Badham, N.F.; Chen, J.-H.; Cummings, P.G.; Dell'Orco, P.C.; Diederich, A.M.; Eldridge, A.M.; Mendelson, W.L.; Mills, R.J.; Novack, V.J.; Olsen, M.A.; Rustum, A.M.; Webb, K.S.; Yang, S.; A practical synthesis of the PDE4 inhibitor, SB-207499, from a cyclohexanone precursor. Org Process Res Dev 2003, 7, 1, 101. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 31937 | Triethylbenzylammonium chloride; N-benzyl-N,N-diethyl-1-ethanaminium chloride; Benzyltriethylammonium chloride | 56-37-1 | C13H22ClN | 详情 | 详情 | |
| (I) | 16516 | 1-[3-(cyclopentyloxy)-4-methoxyphenyl]-4-oxocyclohexanecarbonitrile | C19H23NO3 | 详情 | 详情 | |
| (II) | 61562 | (2R)-6-[3-(cyclopentyloxy)-4-methoxyphenyl]-1-oxaspiro[2.5]octane-2,6-dicarbonitrile | C21H24N2O3 | 详情 | 详情 | |
| (III) | 61563 | lithium 4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclohexanecarboxylate | C20H24LiNO4 | 详情 | 详情 |
Extended Information