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【结 构 式】 
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【分子编号】51725 【品名】2-[(2-fluorobenzyl)oxy]-6-(iodomethyl)naphthalene; 2-fluorobenzyl 6-(iodomethyl)-2-naphthyl ether 【CA登记号】 |
【 分 子 式 】C18H14FIO 【 分 子 量 】392.2114332 【元素组成】C 55.12% H 3.6% F 4.84% I 32.36% O 4.08% |
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：(XI)Reaction of aldehyde (III) with 2-fluorobenzyl alcohol (VIII) by means of triphenylphosphine and diethyl azodicarboxylate (DEAD) in THF furnishes 6-(2-fluorobenzyloxy)naphthalene-2-carbaldehyde (IX) , which is then reduced with NaBH4 in ethanol/THF to give the naphthalenemethanol derivative (X). Halogenation of (X) by means of iodide, triphenylphosphine and imidazole in THF yields the naphthylmethyl iodide derivative (XI), which is finally condensed with thiazolidine-2,4-dione (IV) by means of HMPA and butyl lithium in THF.
| 【1】 del Fresno, M.; Sorbera, L.A.; Castaner, J.; Silvestre, J.S.; Netoglitazone. Drugs Fut 2002, 27, 2, 132. |
| 【2】 Ueno, H.; Oe, T.; Suehiro, I.; Nakamura, F. (Mitsubishi Chemical Corp.); Naphthalene derivs.. EP 0604983; JP 1994247945; US 5594016 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (III) | 51718 | 6-hydroxy-2-naphthaldehyde | C11H8O2 | 详情 | 详情 | |
| (IV) | 10883 | 1,3-Thiazolane-2,4-dione; 2,4-Thiazolidinedione | 2295-31-0 | C3H3NO2S | 详情 | 详情 |
| (VIII) | 51722 | 2-Fluorobenzyl alcohol | 446-51-5 | C7H7FO | 详情 | 详情 |
| (IX) | 51723 | 6-[(2-fluorobenzyl)oxy]-2-naphthaldehyde | C18H13FO2 | 详情 | 详情 | |
| (X) | 51724 | [6-[(2-fluorobenzyl)oxy]-2-naphthyl]methanol | C18H15FO2 | 详情 | 详情 | |
| (XI) | 51725 | 2-[(2-fluorobenzyl)oxy]-6-(iodomethyl)naphthalene; 2-fluorobenzyl 6-(iodomethyl)-2-naphthyl ether | C18H14FIO | 详情 | 详情 |
Extended Information