Yu, Zhao-lian, Li
2006
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Journal
Chinese Journal of Structural Chemistry
Abstract
The title compound, 5(R)-(1R,2S,5R)-menthoxy-4(R)-N-cyclohexylaminobutyro- lactone 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 diff- raction. 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) ·3, Z = 2, Dc = 1.086 g/cm3, λ(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.