PPO-294
Chemical Name: 6-Ethyl-6-phenylpyrido[3,2-b]pyrrolo[1,2-d][1,4]oxazepin-7(6H)-one
CAS No. 252010-39-2
项目整合开发状态: Preclinical
项目研究机构: Ist. di Ricerche Farmacol. Mario Negri (Originator)
合成路线:1-(3-Hydroxy-2-pyridyl)pyrrole (III) was prepared by Paal-Knorr condensation of 2-amino-3-hydroxypyridine (I) with 2,5-dimethoxytetrahydrofuran (II).The O-alkylation of (II) with ethyl alpha-bromophenylacetate (IV) in the presence of NaH in THF furnished ether (V).Subsequent saponification of the ethyl ester group of (IV) gave rise to carboxylic acid (VI),that was cyclized to tricyclic ketone (VII) upon treatment with phosphorus pentachloride.Finally,alkylation of the corresponding potassium enolate of (VII) with ethyl iodide yielded the title compound.
📌 参考资料/链接：
参考文献标题:Pyrrolobenzoxazepinone derivatives as non-nucleoside HIV-1 RT inhibitors: Further structure-activity relationship studies and identification of more potent broad-spectrum HIV-1 RT inhibitors with antiviral activirty
文献作者:Campiani,G.; Morelli,E.; Fabbrini,M.; Nacci,V.; Greco,G.; Novellino,E.; Ramunno,A.; Maga,G.; Spadari,S.; Caliendo,G.; Bergamini,A.; Faggioli,E.; Uccella,I.; Bolacchi,F.; Marini,S.; Coletta,M.; Nacca,A.; Caccia,S.
参考来源:J Med Chem 1999,42(21),4462