ethyl 1-{6-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-9H-purin-2-yl}-1H-pyrazole-4-carboxylate -Drug Synthesis Database

【结构式】

【分子编号】54961

【品名】ethyl 1-{6-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-9H-purin-2-yl}-1H-pyrazole-4-carboxylate

【CA登记号】

【分子式】C₁₆H₁₉N₇O₆

【分子量】405.37044

【元素组成】C 47.41% H 4.72% N 24.19% O 23.68%

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：(III)

The condensation of 2-hydrazino adenosine (I) with (ethoxycarbonyl)malondialdehyde (II) generated the pyrazole ester (III). The target amide was then obtained by displacement of the ethyl ester group of (III) with an aqueous solution of methylamine at 65 C.

参考文献中间体

合成目标

【1】 Zablocki, J.; et al.; 2-Substituted pi system derivatives of adenosine that are coronary vasodilators acting via the A2A adenosine receptor. Nucleosides Nucleotides Nucleic Acids 2001, 20, 4-7, 343.
【2】 Zablocki, J.A.; Palle, V.P.; Elzein, E.O. (CV Therapeutics, Inc.); N-Pyrazole A2A receptor agonists. EP 1189916; US 6403567; WO 0078779 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	54960	(2R,3R,4S,5R)-2-(6-amino-2-hydrazino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydro-3,4-furandiol	C₁₀H₁₅N₇O₄	详情	详情
(II)	28507	ethyl 2-formyl-3-oxopropanoate	C₆H₈O₄	详情	详情
(III)	54961	ethyl 1-{6-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-9H-purin-2-yl}-1H-pyrazole-4-carboxylate	C₁₆H₁₉N₇O₆	详情	详情

Extended Information