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【结 构 式】

【分子编号】20822

【品名】4-(acetoxy)-2-[(acetoxy)methyl]-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydro-3-furanyl acetate

【CA登记号】

【 分 子 式 】C16H19N5O8

【 分 子 量 】409.35576

【元素组成】C 46.95% H 4.68% N 17.11% O 31.27%

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:(I)

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