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...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.展开更多
基金Supported by the National Natural Science Foundation of China (No. 29672004)
文摘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.