SYNTHESIS OF THE 3-HYDROXY OXIRACETAM ENANTIOMERS, POTENTIAL NOOTROPIC DRUGS

被引:7
作者
ALMEIDA, JF
GRANDE, M
MORAN, JR
ANAYA, J
MUSSONS, ML
CABALLERO, MC
机构
[1] Departamento de Química Orgánica, Universidad de Salamanca, E-37008 Salamanca
关键词
D O I
10.1016/S0957-4166(00)82227-2
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The enantioselective synthesis of the potentially nootropic compounds 3-6 is reported. Derivative 3 was obtained from the readily available L-tartaric acid, by reduction of the imide 8 prepared with methyl glycinate. The other derivatives 4-6 were obtained from the dihydroxylactam 11. Protection of one of the hydroxyl groups and a Mitsunobu reaction or triflate displacement of the other group produces the remaining stereoisomers. Aminoderivatives 25 and 27 were obtained by displacement with sodium azide and reduction.
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收藏
页码:2483 / 2494
页数:12
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