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【结 构 式】 
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【分子编号】20823 【品名】4-(acetoxy)-2-[(acetoxy)methyl]-5-(2-bromo-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydro-3-furanyl acetate 【CA登记号】 |
【 分 子 式 】C16H17BrN4O8 【 分 子 量 】473.23714 【元素组成】C 40.61% H 3.62% Br 16.88% N 11.84% O 27.05% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(II)The reaction of guanosine-2',3',5'-triacetate (I) with amyl nitrite and bromoform at 90 C gives 2-bromoinosine-2',3',5'-triacetate (II), which is condensed with aniline (III) in refluxing methanol to afford N-phenylguanosine-2',3',5'-triacetate (IV). The reaction of (IV) with POCl3 and N,N-dimethylaniline in refluxing acetonitrile gives 6-chloro-N-phenyl-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-9H-purine-2-amine (V), which is finally treated with ammonia in methanol to give CV-1808.
| 【1】 Trivedi, B.K.; Studies toward synthesis of C2-substituted adenosines: An efficient synthesis of 2-(phenylamino)adenosine [CV-1808]. Nucleosides Nucleotides 1988, 7, 3, 393. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 20827 | 1-nitrosopentane | C5H11NO | 详情 | 详情 | |
| (I) | 20822 | 4-(acetoxy)-2-[(acetoxy)methyl]-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydro-3-furanyl acetate | C16H19N5O8 | 详情 | 详情 | |
| (II) | 20823 | 4-(acetoxy)-2-[(acetoxy)methyl]-5-(2-bromo-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydro-3-furanyl acetate | C16H17BrN4O8 | 详情 | 详情 | |
| (III) | 12294 | Aniline; Phenylamine | 62-53-3 | C6H7N | 详情 | 详情 |
| (IV) | 20825 | 4-(acetoxy)-2-[(acetoxy)methyl]-5-(2-anilino-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydro-3-furanyl acetate | C22H23N5O8 | 详情 | 详情 | |
| (V) | 20826 | 4-(acetoxy)-2-[(acetoxy)methyl]-5-(2-anilino-6-chloro-9H-purin-9-yl)tetrahydro-3-furanyl acetate | C22H22ClN5O7 | 详情 | 详情 |
Extended Information