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【结 构 式】 
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【药物名称】 【化学名称】2-Hydroxy-6-(tetradecyloxy)benzoic acid 【CA登记号】 【 分 子 式 】C21H34O4 【 分 子 量 】350.50273 |
【开发单位】R.W. Johnson (Originator) 【药理作用】Antibacterial Drugs, ANTIINFECTIVE THERAPY |
合成路线1
Fischer esterification of gamma-resorcylic acid (I) with EtOH and H2SO4 provided the ethyl ester (II). Subsequent Mitsunobu coupling of (II) with 1-tetradecanol (III) furnished ether (IV). The ethyl ester group of (IV) was finally hydrolyzed under basic conditions to yield the title carboxylic acid.
| 【1】 Kanojia, R.M.; Webb, G.; Krause, H.; Foleno, B.D.; Fernandez, J.; Bernstein, J.; Murray, W.; Lawrence, L.; Barrett, J.F.; 6-Oxa isosteres of anacardic acids as potent inhibitors of bacterial histidine protein kinase (HPK)-mediated two-component regulatory systems. Bioorg Med Chem Lett 1999, 9, 20, 2947. |
| 【2】 Kanojia, R.M.; Fernandez, J.; Foleno, B.D.; Murray, W.; Benstein, J.; Barret, J.F.; 6-Oxa isosteres of anacardic acids as potent inhibitors of bacterial histidine protein kinase (HPK)-mediated two-component regulatory systems. 217th ACS Natl Meet (March 21 1999, Anaheim) 1999, Abst MEDI 193. |
| 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) | 55636 | 2,6-Dihydroxybenzoic acid; gamma-Resorcylic acid; Resorcinol-2-carboxylic acid | 303-07-1 | C22H20N2O4S | 详情 | 详情 |
| (II) | 55637 | 2,6-Dihydroxybenzoic acid methyl ester; gamma-Resorcylic acid methyl ester | 2150-45-0 | C21H19N3O4 | 详情 | 详情 |
| (III) | 42819 | 1-tetradecanol | 112-72-1 | C14H30O | 详情 | 详情 |
| (IV) | 55638 | 2,6-dihydroxybenzoic acid | C7H6O4 | 详情 | 详情 |
Extended Information