(5S)-3-Chloro-4-(2,5-dihydro-1H-pyrrol-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy]furan-2(5H)-one

被引:0
作者
Fu, Jian-Hua [1 ]
Wang, Zhao-Yang [1 ]
Xue, Fu-Ling [1 ]
Huo, Jing-Pei [1 ]
机构
[1] S China Normal Univ, Sch Chem & Environm, Guangzhou 510006, Guangdong, Peoples R China
来源
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE | 2011年 / 67卷
基金
中国国家自然科学基金;
关键词
D O I
10.1107/S1600536810051226
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The title compound, C18H26ClNO3, was obtained via a tandem asymmetric Michael addition-elimination reaction of 3,4-dichloro-5-(S)-(1-menthyloxy)furan-2(5H)-one and 2,5-dihydro-1H-pyrrole in the presence of potassium fluoride. In the molecule, the nearly planar dihydropyrrole ring [maximum atomic deviation = 0.019 (3) angstrom] is oriented at a dihedral angle of 10.73 (8)degrees to the the nearly planar furanone ring [maximum atomic deviation = 0.011 (2) angstrom]; the cyclohexane ring adopts a chair conformation. In the crystal, molecules are linked via weak intermolecular C-H center dot center dot center dot O hydrogen bonds, forming supramolecular chains running along the b axis.
引用
收藏
页码:O73 / U1942
页数:10
相关论文
共 12 条
[1]  
[Anonymous], 2008, APEX2 SAINT
[2]  
Farrugia L.J., 1997, J. Appl. Crystallogr., V30, P565, DOI [10.1107/S0021889897003117, DOI 10.1107/S0021889897003117]
[3]   ON ENANTIOMORPH-POLARITY ESTIMATION [J].
FLACK, HD .
ACTA CRYSTALLOGRAPHICA SECTION A, 1983, 39 (NOV) :876-881
[4]  
He L, 2006, CHEM J CHINESE U, V27, P464
[5]   Synthesis and cytotoxicity of 3,4-diaryl-2(5H)-furanones [J].
Kim, Y ;
Nam, NH ;
You, YJ ;
Ahn, BZ .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (04) :719-722
[6]   Synthesis and antibacterial activities of 5-hydroxy-4-amino-2(5H)-furanones [J].
Lattmann, E ;
Dunn, S ;
Niamsanit, S ;
Sattayasai, N .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (04) :919-921
[7]  
Lattmann E, 1999, Drug Des Discov, V16, P243
[8]  
Lattmann Eric, 2006, Curr Drug Discov Technol, V3, P125, DOI 10.2174/157016306778108857
[9]   Pharmacological characterization of a selective COX-2 inhibitor MF-tricyclic, [3-(3,4-difluorophenyl)-4-(4-(methylsulfonyl) phenyl)-2-(5H)-furanone], in multiple preclinical species [J].
Rowland, Steven E. ;
Clark, Patsy ;
Gordon, Robert ;
Mullen, Anne K. ;
Guay, Jocelyne ;
Dufresne, Lynn ;
Brideau, Christine ;
Cote, Bernard ;
Ducharme, Yves ;
Mancini, Joseph ;
Chan, Chi-chung ;
Audoly, Laurent ;
Xu, Daigen .
EUROPEAN JOURNAL OF PHARMACOLOGY, 2007, 560 (2-3) :216-224
[10]  
Sheldrick G.M., 1996, SADABS