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【结 构 式】 
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【分子编号】27079 【品名】S-[3-[(4-phenoxyphenyl)sulfonyl]propyl] ethanethioate 【CA登记号】 |
【 分 子 式 】C17H18O4S2 【 分 子 量 】350.45952 【元素组成】C 58.26% H 5.18% O 18.26% S 18.3% |
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：(VI)Alkylation of 4-fluorothiophenol (I) with 3-chloropropanol (II) in the presence of K2CO3 in DMF provided thioether (III), which was oxidized to sulfone (IV) using Oxone(R). Fluorine displacement in (IV) with phenol and K2CO3 gave phenoxy derivative (V). Subsequent Mitsunobu condensation of (V) with thioacetic acid afforded thioacetate ester (VI), which by further hydrolysis with NaOMe furnished the target thiol.
| 【1】 Freskos, J.N.; Abbas, Z.S.; Decrescenzo, G.A.; Getman, D.P.; Heintz, R.M.; Mischke, B.V.; McDonald, J.J. (Pharmacia Corp.); Thiol sulfone metalloprotease inhibitors. EP 0939628; WO 9803164 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 23540 | Phenol | 108-95-2 | C6H6O | 详情 | 详情 | |
| (I) | 22971 | 4-fluorobenzenethiol; 4-fluorophenylhydrosulfide; 4-Fluorothiophenol | 371-42-6 | C6H5FS | 详情 | 详情 |
| (II) | 19490 | 3-chloro-1-propanol | 627-30-5 | C3H7ClO | 详情 | 详情 |
| (III) | 27076 | 3-[(4-fluorophenyl)sulfanyl]-1-propanol | C9H11FOS | 详情 | 详情 | |
| (IV) | 27077 | 3-[(4-fluorophenyl)sulfonyl]-1-propanol | C9H11FO3S | 详情 | 详情 | |
| (V) | 27078 | 3-[(4-phenoxyphenyl)sulfonyl]-1-propanol | C15H16O4S | 详情 | 详情 | |
| (VI) | 27079 | S-[3-[(4-phenoxyphenyl)sulfonyl]propyl] ethanethioate | C17H18O4S2 | 详情 | 详情 |
Extended Information