[CH3:1][CH:2]1[CH2:7][C@H:6]([OH:8])[C@@H:5]([CH:9]([CH3:11])[CH3:10])[CH2:4][CH2:3]1.[O:12]=[C:13]1[CH:18]([C:19](OCC)=[O:20])[CH2:17][CH2:16][CH2:15][NH:14]1>CN(C)C1C=CN=CC=1.C1(C)C=CC=CC=1>[O:12]=[C:13]1[CH:18]([C:19]([O:8][C@H:6]2[CH2:7][C@@H:2]([CH3:1])[CH2:3][CH2:4][C@@H:5]2[CH:9]([CH3:11])[CH3:10])=[O:20])[CH2:17][CH2:16][CH2:15][NH:14]14-Dimethylaminopyridine (0.35 wt), (+)-menthol (0.95 wt) and ethyl 2-oxo-3-piperidinecarboxylate (1 wt) are dissolved/suspended in toluene (10 vol). The mixture is heated to reflux and stirred for seven days with periodic distillation of solvent and replenishment with fresh toluene. The reaction mixture is cooled to 25° C. and washed with two portions of 5% w/w aqueous HCl (4 vol) and then water (4 vol). The organic phase is concentrated under reduced pressure to give the title compound as a colourless oil.
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