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【结 构 式】 
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【药物名称】CV-3988 【化学名称】(±)-3-(4-Hydroxy-7-methoxy-10-oxo-3,5,9-trioxa-11-aza-4-phosphanonacos-1-yl)thiazolium hydroxide,inner salt P-oxide 【CA登记号】85703-73-7 【 分 子 式 】C28H53N2O7PS 【 分 子 量 】592.78161 |
【开发单位】Takeda (Originator) 【药理作用】Platelet-Activating Factor (PAF) Antagonists |
合成路线1
The condensation of 2-methoxypropane-1,3-diol (I) with octadecylisocyanate (II) in pyridine gives 3-(N-octadecylcarbamoyloxy)-2-methylpropanol (III), which is esterified with 2-bromoethyl phosphorodichloridate (IV) by means of pyridine in benzene and treated with water to afford 3-(N octadecyicarbamoyloxy)-2-methoxypropyl2-bromoethyl acid phosphate (V). Finally, this compound is treated with thiazole (VI) and Ag2CO3 in hot toluene.
| 【1】 Inada, Y.; Terashita, Z.; Yoshioka, Y.; Tsushima, S.; Nishikawa, K.; Nomura, H.; CV-3988 - A specific antagonist of platelet activa. Life Sci 1983, 32, 1975. |
| 【2】 Nomura, H.; Hozumi, M.; Yoshioka, Y. (Takeda Chemical Industries, Ltd.); Carbamic acid esters, their production and use. EP 0035375 . |
| 【3】 Castaner, J.; Prous, J.; CV-3988. Drugs Fut 1987, 12, 1, 12. |
| 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) | 13579 | 2-Methoxy-1,3-propanediol | C4H10O3 | 详情 | 详情 | |
| (II) | 13586 | 1-Isocyanatooctadecane; octadecyl isocyanate | 112-96-9 | C19H37NO | 详情 | 详情 |
| (III) | 22997 | 3-hydroxy-2-methoxypropyl octadecylcarbamate | C23H47NO4 | 详情 | 详情 | |
| (IV) | 13033 | Dichlorophosphoric acid 2-bromoethyl ester | C2H4BrCl2O2P | 详情 | 详情 | |
| (V) | 22999 | 3-[[(2-bromoethoxy)(hydroxy)phosphoryl]oxy]-2-methoxypropyl octadecylcarbamate | C25H51BrNO7P | 详情 | 详情 | |
| (VI) | 23000 | 1,3-thiazole | 288-47-1 | C3H3NS | 详情 | 详情 |
Extended Information