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【结 构 式】 
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【分子编号】57595 【品名】ethyl 2-methyl-2-(4-{3-[1-(4-methylbenzyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl]propyl}phenoxy)propanoate 【CA登记号】 |
【 分 子 式 】C25H31N3O4 【 分 子 量 】437.53896 【元素组成】C 68.63% H 7.14% N 9.6% O 14.63% |
合成路线1
该中间体在本合成路线中的序号：(XII)Reductive alkylation of tert-butyl carbazate (VI) with 4-methylbenzaldehyde (VII) under catalytic hydrogenation conditions affords the N-p-methylbenzyl carbazate (VIII). This is then condensed with trimethylsilyl isocyanate to form the semicarbazide derivative (IX). Subsequent acidic Boc group cleavage in (IX) yields (X). Semicarbazide (X) is then acylated with acid chloride (V) producing (XI). Cyclization of the acyl semicarbazide (XI) in the presence of CSA leads to triazolone (XII). Finally, alkaline hydrolysis of the ethyl ester group of (XII) furnishes the title carboxylic acid.
| 【1】 Braden, T.; et al.; Novel acid-catalyzed synthesis of triazolones from acyl semicarbazides. 224th ACS Natl Meet (Aug 18 2002, Boston) 2002, Abst MEDI 381. |
| 【2】 Perixosome proliferator activated receptor alpha agonists. WO 0238553 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (V) | 57590 | ethyl 2-[4-(4-chloro-4-oxobutyl)phenoxy]-2-methylpropanoate | C16H21ClO4 | 详情 | 详情 | |
| (VI) | 10893 | tert-butyl 1-hydrazinecarboxylate; tert-butyl carbazate | 870-46-2 | C5H12N2O2 | 详情 | 详情 |
| (VII) | 10161 | 4-Methylbenzaldehyde | 104-87-0 | C8H8O | 详情 | 详情 |
| (VIII) | 57591 | tert-butyl 2-(4-methylbenzyl)-1-hydrazinecarboxylate | C13H20N2O2 | 详情 | 详情 | |
| (IX) | 57592 | tert-butyl 2-(aminocarbonyl)-2-(4-methylbenzyl)-1-hydrazinecarboxylate | C14H21N3O3 | 详情 | 详情 | |
| (X) | 57593 | 1-(4-methylbenzyl)-1-hydrazinecarboxamide | C9H13N3O | 详情 | 详情 | |
| (XI) | 57594 | ethyl 2-(4-{4-[2-(aminocarbonyl)-2-(4-methylbenzyl)hydrazino]-4-oxobutyl}phenoxy)-2-methylpropanoate | C25H33N3O5 | 详情 | 详情 | |
| (XII) | 57595 | ethyl 2-methyl-2-(4-{3-[1-(4-methylbenzyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl]propyl}phenoxy)propanoate | C25H31N3O4 | 详情 | 详情 |