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SNAP-6145-(+), (+)-SNAP-6145

Chemical Name: (+)-1-[3-[4-(3,4-Difluorophenyl)-2,5-dioxo-1,2,3,4,5,7-hexahydrofuro[3,4-d]pyrimidin-3-ylcarboxamido]propyl]-4-phenylpiperidine-4-carboxylic acid methyl ester
项目整合开发状态: Preclinical
项目研究机构: Synaptic (Originator)
合成路线:The reaction of methyl acetoacetate (I) with 3,4-difluorobenzaldehyde (II) in hot benzene gives the corresponding benzylidene derivative (III),which is cyclized with O-methylisourea (IV) by means of NaHCO3 in hot DMF yielding the dihydropyrimidine (V).The condensation of (V) with 4-nitrophenyl chloroformate (VI) by means of DMAP in dichloromethane affords the 4-nitrophenyl ester (VII),which is brominated with Br2 in chloroform to the bromomethyl compound (VIII).The cyclization of (VIII) by heating at 130 C affords the furopyrimidine (X),which is treated with propylamine derivative (X) in THF or dichloromethane to furnish the target amide.
📌 参考资料/链接:
参考文献标题:Synthesis and evaluation of furo[3,4-d]pyrimidinones as selective alpha1a-adrenergic receptor antagonists
文献作者:Lagu,B.; Tian,D.; Chiu,G.; Nagarathnam,D.; Fang,J.; Shen,Q.; Forray,C.; Ransom,R.W.; Chang,R.S.; Vyas,K.P.; Zhang,K.; Gluchowski,C.
参考来源:Bioorg Med Chem Lett 2000,10(2),175