Synthesis and Crystal Structure of 5(R)-(1R,2S,5R)-Menthoxy-4(R)-N-cyclohexylaminobutyrolactone  

作　　者：郁兆莲 李森兰 陈庆华 

机构地区：[1]Department of Chemistry, Luoyang Normal College

出　　处：《Chinese Journal of Structural Chemistry》2006年第12期1497-1501,共5页结构化学（英文）

基　　金：Supported by the National Natural Science Foundation of China (No. 29672004)

摘　　要：The title compound, 5（R）-（1R,2S,5R）-menthoxy-4（R）-N-cyclohexylaminobutyrolactone 1, has been synthesized via the asymmetric Micheal addition reaction of 5（R）-menthoxy- 2（5H）-furanone 4 with cyclohexylamine 5, and structurally determined by single-crystal X-ray diffraction. Crystal data： C20H36NO3, Mr = 337.49, monoclinic system, space group P21, a = 9.8677（7）, b = 9.7737（7）, c=11.0204（8） A, β= 103.7820（10）°, V= 1032.25（13） A^3, Z = 2, Dc= 1.086 g/cm^3, 2（MoKα） = 0.071073 nm,μ= 0.071 mm^-1 and F（000） = 372. The structure was refined to R = 0.0328 and wR = 0.0864 for 4203 observed reflections （I 〉 2σ（I））. The crystallographic results of molecule 1 show that the functionalized N-cyclohexylamino group is linked in the 4-position of butyrolactone to form the novel chiral optically active compound.The title compound, 5（R）-（1R,2S,5R）-menthoxy-4（R）-N-cyclohexylaminobutyrolactone 1, has been synthesized via the asymmetric Micheal addition reaction of 5（R）-menthoxy- 2（5H）-furanone 4 with cyclohexylamine 5, and structurally determined by single-crystal X-ray diffraction. Crystal data： C20H36NO3, Mr = 337.49, monoclinic system, space group P21, a = 9.8677（7）, b = 9.7737（7）, c=11.0204（8） A, β= 103.7820（10）°, V= 1032.25（13） A^3, Z = 2, Dc= 1.086 g/cm^3, 2（MoKα） = 0.071073 nm,μ= 0.071 mm^-1 and F（000） = 372. The structure was refined to R = 0.0328 and wR = 0.0864 for 4203 observed reflections （I 〉 2σ（I））. The crystallographic results of molecule 1 show that the functionalized N-cyclohexylamino group is linked in the 4-position of butyrolactone to form the novel chiral optically active compound.

关 键 词：chiral 4（R）-N-cyclohexylaminobutyrolactone optically active molecule X-raycrystailography 

分 类 号：O621.1[理学—有机化学]