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【结 构 式】 
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【药物名称】 【化学名称】5'-[2(S)-Amino-N-hydroxy-4-(methylsulfanyl)butanamido]-5'-desoxyadenosine trifluoroacetate 【CA登记号】 【 分 子 式 】C17H24F3N7O7S 【 分 子 量 】527.48273 |
【开发单位】ImaGene (Originator) 【药理作用】Antibacterial Drugs, ANTIINFECTIVE THERAPY |
合成路线1
The condensation between N-Boc-methionine (I) and O-(4-methoxybenzyl)hydroxylamine hydrochloride (II) gave the hydroxamate (III), which was then coupled with 2',3'-isopropylideneadenosine (IV) under Mitsunobu conditions to provide adduct (V). Subsequent deprotection with trifluoroacetic acid and anisole yielded the title compound.
| 【1】 Kang, M.K.; Kang, S.U.; Kim, S.; Chun, M.W.; Jo, Y.J.; Kwak, J.H.; Lee, J.; Methionyl adenylate analogues as inhibitors of methionyl-tRNA synthetase. Bioorg Med Chem Lett 1999, 9, 10, 1365. |
| 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) | 26710 | (2R)-2-[(tert-butoxycarbonyl)amino]-4-(methylsulfanyl)butyric acid | 5241-66-7 | C10H19NO4S | 详情 | 详情 |
| (II) | 30813 | 1-[(aminooxy)methyl]-4-methoxybenzene; O-(4-methoxybenzyl)hydroxylamine | C8H11NO2 | 详情 | 详情 | |
| (III) | 30814 | tert-butyl (1S)-1-([[(4-methoxybenzyl)oxy]amino]carbonyl)-3-(methylsulfanyl)propylcarbamate | C18H28N2O5S | 详情 | 详情 | |
| (IV) | 17560 | [(3aR,4R,6R,6aS)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]methanol | 362-75-4 | C13H17N5O4 | 详情 | 详情 |
| (V) | 30815 | tert-butyl (1S)-1-([[[(3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]methyl][(4-methoxybenzyl)oxy]amino]carbonyl)-3-(methylsulfanyl)propylcarbamate | C31H43N7O8S | 详情 | 详情 |
Extended Information