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【结 构 式】 
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【分子编号】42819 【品名】1-tetradecanol 【CA登记号】112-72-1 |
【 分 子 式 】C14H30O 【 分 子 量 】214.3916 【元素组成】C 78.43% H 14.1% O 7.46% |
与该中间体有关的原料药合成路线共 2 条
合成路线1
该中间体在本合成路线中的序号：(III)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 |
合成路线2
该中间体在本合成路线中的序号：(III)The condensation of 1-(beta-D-arabinofuranosyl)-2-thiocytosine (I) with phosphoryl chloride gave intermediate (II). Acid chloride (II) was then condensed with myristyl alcohol (III) to furnish the desired phosphate ester, which was finally converted to the title sodium salt by treatment with aqueous NaOH.
| 【1】 Kawaguchi, T.; et al.; Enzymatic reactivity and anti-tumor activity of 1-(beta-D-arabinofuranosyl)-2-thiocytosine derivatives. Chem Pharm Bull 2000, 48, 4, 454. |
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