-药物合成数据库

【药物名称】

化学结构式(Chemical Structure):

参考文献No.	41034
标题:	Quinolones used as MRS inhibitors and bactericides
作者:	Berge, J.M.; Forrest, A.K.; Elder, J.S.; Jarvest, R.L.; Brown, P.; McNair, D.J.; Hamprecht, D.W.; Sheppard, R.J. (GlaxoSmithKline plc)
来源:	EP 1084110; JP 2002513005; US 6320051; WO 9955677

合成路线图解说明: The optically pure aminocyclopentanecarboxylate (I) is reduced with LiAlH4 to the corresponding amino alcohol (II). Subsequent coupling of alcohol (II) with N-(trichloroethoxycarbonyl)-2-amino-4-ethoxyquinoline (III) under Mitsunobu conditions leads to carbamate (IV). Removal of the trichloroethoxycarbonyl and benzyl groups of (IV) by transfer hydrogenation with ammonium formate and Pd/C furnishes diamine (V). Then, acidic hydrolysis of the ethoxy group of (V) leads to quinolone (VI). Finally, reductive alkylation of amine (VI) with 3,5-dibromo-2-ethoxybenzaldehyde (VII) provides the target benzylamine derivative. (1,2)

参考文献No.	725710
标题:	Conformational restriction of methionyl tRNA synthetase inhibitors leading to analogues with potent inhibition and excellent Gram-Positive antibacterial activity
作者:	Jarvest, R.L.; Berge, J.M.; Brown, P.; Houge-Frydrych, C.S.V.; O'Hanlon, P.J.; McNair, D.J.; Pope, A.J.; Rittenhouse, S.
来源:	Bioorg Med Chem Lett 2003,13(7),1265

合成路线图解说明: The optically pure aminocyclopentanecarboxylate (I) is reduced with LiAlH4 to the corresponding amino alcohol (II). Subsequent coupling of alcohol (II) with N-(trichloroethoxycarbonyl)-2-amino-4-ethoxyquinoline (III) under Mitsunobu conditions leads to carbamate (IV). Removal of the trichloroethoxycarbonyl and benzyl groups of (IV) by transfer hydrogenation with ammonium formate and Pd/C furnishes diamine (V). Then, acidic hydrolysis of the ethoxy group of (V) leads to quinolone (VI). Finally, reductive alkylation of amine (VI) with 3,5-dibromo-2-ethoxybenzaldehyde (VII) provides the target benzylamine derivative. (1,2)