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【结 构 式】 
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【分子编号】39103 【品名】N-(benzyloxy)-N-(3-chloropropyl)-4-methylbenzenesulfonamide 【CA登记号】 |
【 分 子 式 】C17H20ClNO3S 【 分 子 量 】353.86944 【元素组成】C 57.7% H 5.7% Cl 10.02% N 3.96% O 13.56% S 9.06% |
合成路线1
该中间体在本合成路线中的序号：(XXVI)10) The condensation of diethyl phosphonate (III) with N-(p-methoxybenzyloxy)-N-(3-chloropropyl)-p-toluenesulfonamide (XXV) by means of NaH in refluxing benzene gives (VIII), which is hydrolyzed with HCl in acetic acid to obtain compound (I). 11) The condensation of (III) with N-(3-chloropropyl)-N-(benzyloxy)-p-toluenesulfonamide (XXVI) by means of NaH in refluxing benzene gives diethyl 3-(N-benzyloxy-N-tosylamino)propylphosphonate (XXVII), which is hydrolyzed with HCl in acetic acid to obtain compound (I). 12) By reaction of 3-bromopropylphosphonic acid (XXVIII) with hydroxylamine by means of sodium methoxide in MeOH to obtain compound (I).
| 【1】 Kuroda, Y.; et al.; US 4143135 . |
| 【2】 Prous, J.R.; Castaner, J.; FR-31564. Drugs Fut 1980, 5, 5, 239. |
| 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) | 39088 | 3-(hydroxyamino)propylphosphonic acid | C3H10NO4P | 详情 | 详情 | |
| (III) | 12714 | diethyl phosphonate; diethyl phosphite | 762-04-9 | C4H11O3P | 详情 | 详情 |
| (VIII) | 39087 | diethyl 3-[[(4-methoxybenzyl)oxy][(4-methylphenyl)sulfonyl]amino]propylphosphonate | C22H32NO7PS | 详情 | 详情 | |
| (XXV) | 39102 | N-(3-chloropropyl)-N-[(4-methoxybenzyl)oxy]-4-methylbenzenesulfonamide | C18H22ClNO4S | 详情 | 详情 | |
| (XXVI) | 39103 | N-(benzyloxy)-N-(3-chloropropyl)-4-methylbenzenesulfonamide | C17H20ClNO3S | 详情 | 详情 | |
| (XXVII) | 39104 | diethyl 3-[(benzyloxy)[(4-methylphenyl)sulfonyl]amino]propylphosphonate | C21H30NO6PS | 详情 | 详情 | |
| (XXVIII) | 39105 | 3-bromopropylphosphonic acid | 1190-09-6 | C3H8BrO3P | 详情 | 详情 |