Linotroban, HN-11500, CL-871502
利诺曲班 醋酸,2-[[5-[2-[(苯磺酰)氨基]乙基]-2-噻吩基]氧]- Chemical Name: 2-[5-[2-(Benzenesulfonamido)ethyl]thien-2-yloxy]acetic acid
CAS No. 120824-08-0, 141443-73-4 (HN-11500)
项目整合开发状态: Phase II
项目研究机构: Amersham Health (Originator), Nycomed Pharma (Originator)
合成路线:The reaction of 2-bromothiophene (I) with the monosodium salt of ethylene glycol (II) in the same solvent gives 2-(2-hydroxyethoxy)thiophene (III),which is condensed with 3,4-dihydro-2H-pyran (IV) by means of p-toluenesulfonic acid in THF yielding the corresponding tetrahydropyranyl ether (V).The reaction of (V) with N-(benzenesulfonyl)aziridine (VI) by means of BuLi in THF - hexane affords N-[2-[5-(2-hydroxyethoxy)thien-2-yl]ethyl]benzenesulfonamide (VII),which is finally oxidized with silver oxide in aqueous NaOH.
📌 参考资料/链接：
参考文献标题:Novel 2-thienyloxyacetic acid derivs.,a process for their preparation and pharmaceutical preparations containing them
文献作者:Binder,D.; Rovensky,F.; Ferber,H.P.(CL Pharma; Nycomed Pharma)
参考来源:EP 0284892; US 4877809
📄 详细内容
合成路线:The reaction of 2-bromothiophene (I) with the monosodium salt of ethylene glycol (II) in the same solvent gives 2-(2-hydroxyethoxy)thiophene (III),which is condensed with 3,4-dihydro-2H-pyran (IV) by means of p-toluenesulfonic acid in THF yielding the corresponding tetrahydropyranyl ether (V).The reaction of (V) with N-(benzenesulfonyl)aziridine (VI) by means of BuLi in THF - hexane affords N-[2-[5-(2-hydroxyethoxy)thien-2-yl]ethyl]benzenesulfonamide (VII),which is finally oxidized with silver oxide in aqueous NaOH.
参考文献标题:Linotroban
文献作者:Castar,J.; Prous,J.; Graul,A.
参考来源:Drugs Fut 1994,19(10),913
产品链接: CAS No. 120824-08-0›› 产品链接: CAS No.141443-73-4››