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【结 构 式】 
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【分子编号】36218 【品名】(E)-1-chloro-2-butene 【CA登记号】 |
【 分 子 式 】C4H7Cl 【 分 子 量 】90.55228 【元素组成】C 53.06% H 7.79% Cl 39.15% |
合成路线1
该中间体在本合成路线中的序号：(II)The condensation of 7-methylindan-4-ol (I) with crotyl chloride (II) by means of NaH in DMF gives 1-(7-methylindan-4-yloxy)-trans-2-butuene (III), which is epoxidized with H2O2 in MeCN-MeOH yielding 1-(7-methylindan-4-yloxy)-trans-2,3-epoxybutane (IV). Finally, this compound is treated with isopropylamine (A) in refluxing water.
| 【1】 Tucker, H. (AstraZeneca plc); Alkanolamine derivs., process for their preparation and pharmaceutical compsns. containing them. EP 0003664 . |
| 【2】 Castaner, J.; Blancafort, P.; Weetman, D.F.; Serradell, M.N.; ICI-118,551. Drugs Fut 1983, 8, 10, 853. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 23933 | 2-Propanamine; Isopropylamine | 75-31-0 | C3H9N | 详情 | 详情 |
| (I) | 36217 | 7-methyl-4-indanol | 16400-13-8 | C10H12O | 详情 | 详情 |
| (II) | 36218 | (E)-1-chloro-2-butene | C4H7Cl | 详情 | 详情 | |
| (III) | 36219 | (E)-2-butenyl 7-methyl-2,3-dihydro-1H-inden-4-yl ether; 4-[(E)-2-butenyloxy]-7-methylindane | C14H18O | 详情 | 详情 | |
| (IV) | 36220 | 7-methyl-2,3-dihydro-1H-inden-4-yl (3-methyl-2-oxiranyl)methyl ether; 2-methyl-3-[[(7-methyl-2,3-dihydro-1H-inden-4-yl)oxy]methyl]oxirane | C14H18O2 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(IV)When 4-(3-methylphenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 3,4-dihydro-6-(3-methylbenzyl)-4-oxo-2-thioxopyrimidine (III). Reaction of the compound (III) with 1-chloro-but-2-ene (IV) in alkaline medium afforded the required 2-but-2-enylthio)-6-(3-methylbenzyl)-3,4-dihydro-4-oxopyrimidine
| 【1】 Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159. |