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【结 构 式】 
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【分子编号】23956 【品名】9,12-dioxooctadecanoic acid 【CA登记号】 |
【 分 子 式 】C18H32O4 【 分 子 量 】312.44968 【元素组成】C 69.19% H 10.32% O 20.48% |
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 reaction of ricinoleic acid (I) with mercuric acetate - NaOH in THF - water gives 9,12 dihydroxyoctadecanoic acid (II), which by oxidation with CrO3 in H2SO4-water affords 9,12-dioxooctadecanoic acid (III) The cyclization of (III) with NaOH in refluxing ethanol-water yields 9-oxo-19,20-dinor-8(12)-prostenoic acid (IV), which is hydrogenated with H2 over PtO2 in acetic acid to give 9-oxo-19,20-dinorprostanoic acid (V). Finally, this compound is reduced again with NaBH4 in methanol, and treated with NaOH.
| 【1】 Valcavi, U.; et al.; Synthesis of some derivatives of 19,20-dinorprostanoic acid. Farm Sci Ed 1975, 30, 7, 527. |
| 【2】 Valcavi, U. (Dr. Madaus; Istituto Biochimico Italiano Giovanni Lorenzini SpA); 19,20-Bis-nor-prostanoic acids, process for their preparation and pharmaceutical compsns. containing them. DE 2535343 . |
| 【3】 Castaner, J.; Prous, J.; Rosaprostol sodium. Drugs Fut 1986, 11, 8, 666. |
| 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) | 23955 | Ricinoleic acid; (Z)-12-hydroxy-9-octadecenoic acid | C18H34O3 | 详情 | 详情 | |
| (II) | 23963 | 9,12-dihydroxyoctadecanoic acid | C18H36O4 | 详情 | 详情 | |
| (III) | 23956 | 9,12-dioxooctadecanoic acid | C18H32O4 | 详情 | 详情 | |
| (IV) | 23957 | 7-(2-hexyl-5-oxo-1-cyclopenten-1-yl)heptanoic acid | C18H30O3 | 详情 | 详情 | |
| (V) | 23958 | 7-[(1R,2S)-2-hexyl-5-oxocyclopentyl]heptanoic acid | C18H32O3 | 详情 | 详情 |
Extended Information