Linotroban, HN-11500, CL-871502-药物合成数据库

【药物名称】Linotroban, HN-11500, CL-871502

化学结构式(Chemical Structure):

参考文献No.	11999
标题:	Novel 2-thienyloxyacetic acid derivs., a process for their preparation and pharmaceutical preparations containing them
作者:	Binder, D.; Rovensky, F.; Ferber, H.P. (CL Pharma; Nycomed Pharma)
来源:	EP 0284892; US 4877809

合成路线图解说明: 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No.	267651
标题:	Linotroban
作者:	Casta馿r, J.; Prous, J.; Graul, A.
来源:	Drugs Fut 1994,19(10),913

合成路线图解说明: 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.