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【结 构 式】

【分子编号】38235

【品名】1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-2,4(1H,3H)-pyrimidinedione

【CA登记号】

【 分 子 式 】C9H12N2O6

【 分 子 量 】244.20416

【元素组成】C 44.27% H 4.95% N 11.47% O 39.31%

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)

The reaction of 6-chloropurine-2-amine (I) with methanol and NaH gives 6-O-methylguanine (II), which is mixed with uracil arabinoside (III), purine nucleoside phosphorylase and uridine phosphorylase and submitted to incubation in a potassium phosphate solution at 37 C. After 26 days of incubation, the target compound is isolated.

1 Krenitsky, T.A.; Koszalka, G.W.; Jones, L.A.; Averett, D.R.; Moorman, A.R. (Glaxo Wellcome plc); Antiviral cpds.. AU 8816718; EP 0294114; JP 1988310831; US 5424295; US 5539098 .
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) 11644 6-Chloro-9H-purin-2-amine; 6-Chloro-9H-purin-2-ylamine; 2-Amino-6-chloropurine 10310-21-1 C5H4ClN5 详情 详情
(II) 38234 6-methoxy-9H-purin-2-amine; 6-methoxy-9H-purin-2-ylamine 20535-83-5 C6H7N5O 详情 详情
(III) 38235 1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-2,4(1H,3H)-pyrimidinedione C9H12N2O6 详情 详情

合成路线2

该中间体在本合成路线中的序号:(III)

 

1 Krmitsky TA. 1988. Antiviral compounds. EP 0294114[本专利为GlaxoSmithKline (GB)所有]
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) 11996 1-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-2,4(1H,3H)-pyrimidinedione; Uridine 58-96-8 C9H12N2O6 详情 详情
(II) 66535 (2R,3S,3aS,9aR)-3-hydroxy-2-(hydroxymethyl)-3,3a-dihydro-2H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6(9aH)-one   C9H10N2O5 详情 详情
(III) 38235 1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-2,4(1H,3H)-pyrimidinedione C9H12N2O6 详情 详情
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