QF-1004B-药物合成数据库

【药物名称】QF-1004B

化学结构式(Chemical Structure):

参考文献No.	604242
标题:	Conformationally constrained butyrophenones with affinity for dopamine (D1, D2, D4) and serotonin (5-HT2A, 5-HT2C) receptors: Synthesis of aminomethylbenzo[b]furanones and their evaluation as antipsychotics
作者:	Ravi馻, E.; Casariego, I.; Masaguer, C.F.; Fontenla, J.A.; Montenegro, G.Y.; Rivas, M.E.; Loza, M.I.; Enguix, M.J.; Villazon, M.; Cadavid, M.I.; Demontis, G.C.
来源:	J Med Chem 2000,43(24),4678

合成路线图解说明: Acidic hydrolysis of the enol ether groups of 1,4-dihydro-3,5-dimethoxybenzyl alcohol (I) gave diketone (II). Subsequent condensation of (II) with chloroacetaldehyde in the presence of NaHCO3, followed by dehydration of the intermediate (III) upon acidic treatment, yielded the tetrahydrobenzofuranone (IV). Tosylate (V) was then prepared by reaction of alcohol (IV) with p-toluenesulfonyl chloride in cold pyridine. Finally, nucleophilic displacement of the tosylate group with benzisoxazolylpiperidine (VI) in N-methylpyrrolidone provided the title amine.

参考文献No.	606942
标题:	New CNS agent precursors. A simple and efficient route for synthesis of 6-aminomethyl-4,5,6,7-tetrahydrobenzofuran-4-ones as conformationally constrained butyrophenone analogues
作者:	Casariego, I.; et al.
来源:	Tetrahedron Lett 1997,38(31),5555

合成路线图解说明: Acidic hydrolysis of the enol ether groups of 1,4-dihydro-3,5-dimethoxybenzyl alcohol (I) gave diketone (II). Subsequent condensation of (II) with chloroacetaldehyde in the presence of NaHCO3, followed by dehydration of the intermediate (III) upon acidic treatment, yielded the tetrahydrobenzofuranone (IV). Tosylate (V) was then prepared by reaction of alcohol (IV) with p-toluenesulfonyl chloride in cold pyridine. Finally, nucleophilic displacement of the tosylate group with benzisoxazolylpiperidine (VI) in N-methylpyrrolidone provided the title amine.