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【结 构 式】 
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【药物名称】NNC-53-0002 【化学名称】5'-O-Acetyl-2-chloro-N6-methoxyadenosine 【CA登记号】202212-20-2 【 分 子 式 】C13H16ClN5O6 【 分 子 量 】373.75537 |
【开发单位】Novo Nordisk (Originator) 【药理作用】Antiarthritic Drugs, Antidiabetic Drugs, Antiepileptic Drugs, Cerebrovascular Diseases, Treatment of, ENDOCRINE DRUGS, IMMUNOMODULATING AGENTS, NEUROLOGIC DRUGS, Stroke, Treatment of, Treatment of Autoimmune Diseases, TREATMENT OF MUSCULOSKELETAL & CONNECTIVE TISSUE DISEASES, Drugs Acting on Adenosine Receptors, Non-Steroidal Antiinflammatory Drugs, TNF-alpha Production Inhibitors |
合成路线1
The reaction of 2,6-dichloro-9-(2',3',5'-tri-O-acetyl-beta-D-ribofuranosyl)-9H-purine (I) with O-methylhydroxylamine in hot dioxane gives 2',3',5'-tri-O-acetyl-2-chloro-N-methoxy-adenosine (II), which is then treated with sodium methoxide in methanol.
| 【1】 Knutsen, L.; Olsen, U.B.; Roberts, S.M.; Varley, D.R.; Bowler, A.N. (Novo Nordisk A/S); Novel N-alkoxyadenine derivs. acting as cytokine inhibitors. WO 9801459 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 15455 | (aminooxy)methane; O-methylhydroxylamine | 67-62-9 | CH5NO | 详情 | 详情 | |
| (I) | 25228 | (2R,3R,4R,5R)-4-(acetoxy)-2-[(acetoxy)methyl]-5-(2,6-dichloro-9H-purin-9-yl)tetrahydro-3-furanyl acetate | C16H16Cl2N4O7 | 详情 | 详情 | |
| (II) | 25229 | (2R,3R,4R,5R)-4-(acetoxy)-2-[(acetoxy)methyl]-5-[2-chloro-6-(methoxyamino)-9H-purin-9-yl]tetrahydro-3-furanyl acetate | C17H20ClN5O8 | 详情 | 详情 |