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【结 构 式】 
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【分子编号】39095 【品名】dibutyl 3-[(benzyloxy)(ethoxycarbonyl)amino]propylphosphonate 【CA登记号】 |
【 分 子 式 】C21H36NO6P 【 分 子 量 】429.493742 【元素组成】C 58.73% H 8.45% N 3.26% O 22.35% P 7.21% |
合成路线1
该中间体在本合成路线中的序号：(XV)5) The condensation of 1-chloro-3-bromopropane (XII) with dibutyl phosphonate (XIII) affords dibutyl 3-chloropropylphosphonate (XIV), which by reaction with ethyl N-benzyloxycarbamate (A) is converted into dibutyl 3-(N-benzyloxy-N-ethoxycarbonylamino)propylphosphonate (XV). Finally, this compound is hydrolyzed with HCl in acetic acid to obtain compound (I). 6) The reaction of (XII) with diethyl phosphonate (III) yields diethyl 3-chloropropylphosphonate (XVI), which by condensation with ethyl N-ethoxycarbonyl-oxycarbamate (XVII) is converted into diethyl 3-(N-ethoxycarbonyloxy-N-ethoxycarbonylamino)propylphosphonate (XVIII). Finally, this compound is hydrolyzed with HCl in acetic acid 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 |
|---|---|---|---|---|---|---|
| (A) | 39093 | ethyl benzyloxycarbamate | C10H13NO3 | 详情 | 详情 | |
| (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 |
| (XII) | 10358 | 1-Bromo-3-chloropropane | 109-70-6 | C3H6BrCl | 详情 | 详情 |
| (XIII) | 39089 | diethyl 3-chloropropylphosphonate | C7H16ClO3P | 详情 | 详情 | |
| (XIV) | 39091 | dibutyl 3-chloropropylphosphonate | C11H24ClO3P | 详情 | 详情 | |
| (XV) | 39095 | dibutyl 3-[(benzyloxy)(ethoxycarbonyl)amino]propylphosphonate | C21H36NO6P | 详情 | 详情 | |
| (XVI) | 39090 | dibutyl phosphonate | 1809-19-4 | C8H19O3P | 详情 | 详情 |
| (XVII) | 39092 | 1-[([[(ethoxycarbonyl)amino]oxy]carbonyl)oxy]ethane | C6H11NO5 | 详情 | 详情 | |
| (XVIII) | 39094 | 4-ethoxy-8-(ethoxycarbonyl)-4,10-dioxo-3,9,11-trioxa-8-aza-4lambda(5)-phosphatridecane | C13H26NO8P | 详情 | 详情 |