• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】35959

【品名】[(2R,3S,5R)-3-hydroxy-5-[5-methyl-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl]tetrahydro-2-furanyl]methyl 4-methylbenzenesulfonate

【CA登记号】

【 分 子 式 】C17H20N2O7S

【 分 子 量 】396.42108

【元素组成】C 51.51% H 5.09% N 7.07% O 28.25% S 8.09%

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 condensation of aniline (I) with diethyl ethoxymethylenemalonate (II) by heating at 90 C gives diethyl anilinomethylenemalonate (III), which is cyclized to ethyl 4-hydroxyquinoline-3-carboxylate (IV) by heating at 240 C in diphenyl ether-biphenyl. The reaction of (IV) with hot POCl3 affords ethyl 4-chloro-quinoline-3-carboxylate (V), which is finally cyclized with phenylhydrazine (VI) by heating at 105 C in xylene. (VI) is prepared in the usual way starting from aniline (I) by diazotation with NaNO2-HCl to phenyldiazonium chloride (VII), and reduction with SnCl2-HCl.

1 Urbanski, J.A.; Chua, J.; Tomson, A.J.; Horwitz, J.P.; Nucleosides. I. 5'-Amino-5'-deoxyuridine and 5'-amino-5'-deoxythymidine. J Org Chem 1962, 27, 3045-48.
2 Prusoff, W.H.; Lin, T.S.; Synthesis and biological activity of several amino analogues of thymidine. J Med Chem 1978, 21, 1, 109-112.
3 Blancafort, P.; Hopkins, S.J.; Castaner, J.; Serradell, M.N.; AdThd. Drugs Fut 1983, 8, 3, 179.
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) 12161 Thymidine; 1-[(2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-5-methyl-2,4(1H,3H)-pyrimidinedione 50-89-5 C10H14N2O5 详情 详情
(II) 35959 [(2R,3S,5R)-3-hydroxy-5-[5-methyl-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl]tetrahydro-2-furanyl]methyl 4-methylbenzenesulfonate C17H20N2O7S 详情 详情
(III) 35960 1-[(2R,4S,5R)-5-(azidomethyl)-4-hydroxytetrahydro-2-furanyl]-5-methyl-2,4(1H,3H)-pyrimidinedione C10H13N5O4 详情 详情
Extended Information