摘要
利用 2 ,3 丁二酮与丙二腈缩合形成双甲基双氰基环并内酰胺 ,经酸性水解得到双甲基环并内酯 ,然后和 (S) ( -) ( 1 苯基乙基 )胺反应生成 1,5 二甲基 2 (S) ( 1′ 苯基乙基 ) 2 氮杂 8 氧杂 -双环 [3 .3 .0 ]辛烷 3 ,7 二酮 ,通过元素分析、红外光谱、核磁共振氢谱和质谱对其结构进行了表征 .用X射线单晶衍射法测定了目标产物的晶体结构 ,结果表明 ,晶体属单斜晶系 ,P2 1 空间群 ,a =0 8777( 18)nm ,b =1 0 10 2 ( 2 )nm ,c =0 90 0 9( 18)nm ,β =118 75 ( 3 )° ,V =0 70 0 3 ( 2 )nm3 ,Dc=1 2 96g·cm-3 ,μ =0 0 89mm-1 ,F( 0 0 0 ) =2 92 ,Z =2 ,R1 =0 0 3 93 ,wR2 =0 0 95 5 .
1, 5-Dimethyl-2-(S)-(1'-phenylethyl)-2-aza-8-oxa-bicyclo[3.3.0]octane-3, 7-dione was synthesized. The reaction of 2, 3-butanedione with malononitrile gave dimethyldicyano-bicyclolactam. Under acidic condition the lactam was hydrolyzed to dimethylbicyclolactone, which was converted with (S)-(-)-(1-phenylethyl)-amine into the target product. The structure was characterized by elemental analysis, 111, 1 H NMR and MS spectra. The crystal structure was determined by single-crystal X-ray diffraction analysis. The crystal belongs to monoclinic system with space group P2(1), unit cell dimensions: a = 0.8777 (18) nm, b = 1.0102 (2) run, c = 0.9009 (18) mn, beta = 118.75(3)degrees, V = 0.7003(2) nm(3), D-c = 1.296 g (.) cm(-3), mu = 0.089 mm(-1), F (000) = 292, Z = 2, R-1 = 0.0393, wR(2) = 0.0955.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2004年第6期697-701,共5页
Chinese Journal of Organic Chemistry
