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【结 构 式】 
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【分子编号】59197 【品名】methyl 5-azido-4-oxopentanoate 【CA登记号】 |
【 分 子 式 】C6H9N3O3 【 分 子 量 】171.15588 【元素组成】C 42.11% H 5.3% N 24.55% O 28.04% |
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：(LXXV)In a variation of the earlier methods, methyl 5-bromolevulinate (XLIII) was prepared by bromination of levulinic acid (XLII) in methanol. Reaction of bromo ketone (XLIII) with NaN3 in cold DMF provided azide (LXXV). Simultaneous azide reduction and methyl ester hydrolysis was then accomplished by catalytic hydrogenation in the presence of HCl. A further related method consisted in the alkylation of sodium diformylamide (LXXVI) with methyl 5-bromolevulinate (XLIII) in several different solvents to afford the N,N-diformylamino ester (LXXVII), which was finally hydrolyzed under acidic conditions.
| 【1】 Moens, L.; Synthesis of delta-aminolevulinic acid. ACS Symp Ser 2001, 784, 37. |
| 【2】 Ha, H.-J.; et al.; Selective bromination of ketones. A convenient synthesis of 5-aminolevulinic acid. Synth Commun 1994, 24, 18, 2557. |
| 【3】 Moens, L.; Synthesis of an acid addition salt of delta-aminolevulinic acid from 5-bromo levulinic acid esters. US 5907058 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XLII) | 36170 | 4-oxopentanoic acid | 123-76-2 | C5H8O3 | 详情 | 详情 |
| (XLIII) | 59170 | methyl 5-bromo-4-oxopentanoate | C6H9BrO3 | 详情 | 详情 | |
| (LXXV) | 59197 | methyl 5-azido-4-oxopentanoate | C6H9N3O3 | 详情 | 详情 | |
| (LXXVI) | 59198 | Diformylimide Sodium salt; Sodium diformylamide | 18197-26-7 | C2H2NNaO2 | 详情 | 详情 |
| (LXXVII) | 59199 | 5-(diformylamino)-4-oxopentanoic acid | C7H9NO5 | 详情 | 详情 |
Extended Information