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【结 构 式】 
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【分子编号】26072 【品名】ethyl 3-(4-cyanophenyl)-3-oxo-2-(9H-thioxanthen-9-yl)propanoate 【CA登记号】 |
【 分 子 式 】C25H19NO3S 【 分 子 量 】413.4968 【元素组成】C 72.62% H 4.63% N 3.39% O 11.61% S 7.75% |
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)The condensation of ethyl 2-(4-cyanobenzoyl)acetate (I) with 9-hydroxythioxanthene (II) in ethanol/acetic acid gives ethyl 2-(4-cyanobenzoyl)-2-(thioxanthen-9-yl)acetate (III), which is decarboxylated in refluxing DMSO/water yielding 4-[2-(thioxanthen-9-yl)acetyl]benzonitrile (IV). The cyclization of (IV) with ammonium carbonate and potasium cyanide affords the hydantoin (V), which is finally fully hydrolyzed with aqueous NaOH at 120 C.
| 【1】 Clark, B.P.; et al.; alpha-Substituted phenylglycines as group 1 metabotropic glutamate receptor antagonists. 15th European Federation for Medicinal Chemistry International Symposium on Medicinal Chemistry (Sept 6 1998, Edinburgh) 1998, Abst P.183. |
| 【2】 Purdey, J.A.; et al. (Eli Lilly and Company); Pharmaceutical substd. propanoic acid derivs.. EP 0849263; JP 10194734; US 5965103 . |
| 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) | 26070 | ethyl 3-(4-cyanophenyl)-3-oxopropanoate | C12H11NO3 | 详情 | 详情 | |
| (II) | 26071 | 9H-thioxanthen-9-ol | C13H10OS | 详情 | 详情 | |
| (III) | 26072 | ethyl 3-(4-cyanophenyl)-3-oxo-2-(9H-thioxanthen-9-yl)propanoate | C25H19NO3S | 详情 | 详情 | |
| (IV) | 26073 | 4-[2-(9H-thioxanthen-9-yl)acetyl]benzonitrile | C22H15NOS | 详情 | 详情 | |
| (V) | 26074 | 4-[2,5-dioxo-4-(9H-thioxanthen-9-ylmethyl)-4-imidazolidinyl]benzonitrile | C24H17N3O2S | 详情 | 详情 |
Extended Information