Synthesis and Crystal Structure of 2,3-Dihydroxymethyl-N-cyclohexylaziridine

The title compound, 2(S),3(R)-dihydroxymethyl-N-cyclohexylaziridine 1, has been synthesized via tandem Micheal addition and internal nucleophilic substitution reactions of 5-methoxy-3-bromo-2(5H)-furanones 2 with cyclohexylamine 3 and subsequent reduction of intermediate 5, Its crystal structure was determined by single-crystal X-ray diffraction.Crystal data:C1oH19NO2, Mr = 185.26, monoclinic system, space group P21/n, a = 8.0620(16), b = 7.2013(14), c = 18.555(4)(。A), β= 102.30(3)°, V= 1052.5(4)(。A)3, Z= 4, Dc= 1.169 g/cm3, ~MoKα) = 0.071073 nm,μ = 0.080 mm- 1 and F(000) = 408.The structure was refined to R = 0.0439 and wR = 0.1178 for 1839 observed reflections (I ＞ 2σ(I)).The crystallographic structure of 1 shows that the functionalized aziridine ring links two hyroxymethyl groups.