L-870810
Chemical Name: 5-(1,1-Dioxoperhydro-1,2-thiazin-2-yl)-N-(4-fluorobenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide
CAS No. 410544-95-5, 410545-86-7 (Na salt)
项目整合开发状态: Phase I
项目研究机构: Merck & Co. (Originator)
合成路线:Mitsunobu coupling between isopropyl 3-(hydroxymethyl)pyridine-2-carboxylate (I) and N-tosyl glycine methyl ester (II) affords amino diester (III).Diester (III) is subsequently converted to the naphthyridine (IV) under Dieckmann cyclization conditions.Bromination of naphthyridine (IV) by means of N-bromosuccinimide provides (V).The methyl ester group of (V) is then displaced with 4-fluorobenzylamine (VI) to furnish amide (VII).Finally,copper-catalyzed displacement of the bromide (VII) with butanesultam (VIII) provides the title compound.
📌 参考资料/链接：
参考文献标题:Aza- and polyaza-naphthalenyl carboxamides useful as HIV integrase inhibitors
文献作者:Young,S.D.; Guare,J.P.; Wai,J.S.; Fisher,T.E.; Perlow,D.S.; Anthony,N.J.; Egbertson,M.; Gomez,R.P.; Kuo,M.S.; Tran,L.; Zhuang,L.; Langford,H.M.; Melamed,J.Y.; Bennett,J.J.; Embrey,M.; Jolly,S.M.; Funk,T.W.(Merck & Co.,Inc.)
参考来源:WO 0230930; WO 0230931