ethyl 2-(1-adamantyl)-3-oxobutanoate -Drug Synthesis Database

【结构式】

【分子编号】36013

【品名】ethyl 2-(1-adamantyl)-3-oxobutanoate

【CA登记号】

【分子式】C₁₆H₂₄O₃

【分子量】264.36476

【元素组成】C 72.69% H 9.15% O 18.16%

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 cyclization of ethyl 2-(1-adamantyl)acetoacetate (I) with guanidine (II) gives 2-amino-4-hydroxy-5-(1-adamantyl)-6-methylpyrimidine (III), which by treatment with PCl5 in refluxing POCl3 is converted into 2-amino-4-chloro-5-(1-adamantyl)-6-methylpyrimidine (IV). Finally, this compound is treated with NH3 in ethanol, and with ethanesulfonic acid.

参考文献中间体

合成目标

【1】 Jonak, J.P.; Mead, L.H.; Zakrzewski, S.F.; Synthesis and biological activity of some 5-substituted 2,4-diamino-6-alkylpyrimidines. J Med Chem 1972, 15, 6, 662-665.
【2】 Mead, L.H.; Jonak, J.P.; Zakrzewski, S.F.; Synthesis and biological activity of some 5-(1-adamantyl)pyrimidines. J Med Chem 1971, 14, 5, 408-411.
【3】 Blancafort, P.; Serradell, M.N.; Hopkins, S.J.; Castaner, J.; DAMP-ES. Drugs Fut 1983, 8, 4, 310.

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)	36013	ethyl 2-(1-adamantyl)-3-oxobutanoate		C₁₆H₂₄O₃	详情	详情
(II)	14790	Guanidine	113-00-8	CH₅N₃	详情	详情
(III)	36014	5-(1-adamantyl)-2-amino-6-methyl-4-pyrimidinol		C₁₅H₂₁N₃O	详情	详情
(IV)	36015	5-(1-adamantyl)-4-chloro-6-methyl-2-pyrimidinamine; 5-(1-adamantyl)-4-chloro-6-methyl-2-pyrimidinylamine		C₁₅H₂₀ClN₃	详情	详情

Extended Information