[O:1]1[CH:6]=[CH:5][CH2:4][CH2:3][CH2:2]1.S(C1C=CC(C)=CC=1)([O-])(=O)=O.[NH+]1C=CC=CC=1.[Cl:24][C:25]1[N:30]=[C:29]([O:31][C@H:32]([CH3:37])[C:33]([CH3:36])([OH:35])[CH3:34])[C:28]([I:38])=[CH:27][N:26]=1>C(Cl)Cl>[Cl:24][C:25]1[N:30]=[C:29]([O:31][C@H:32]([CH3:37])[C:33]([CH3:34])([O:35][CH:6]2[CH2:5][CH2:4][CH2:3][CH2:2][O:1]2)[CH3:36])[C:28]([I:38])=[CH:27][N:26]=12.64 ml (29.0 mmol) dihydropyran and 0.36 g (1.5 mmol) pyridinium tosylate were added to a solution of 4.96 g (14.5 mmol) (R)-3-(2-chloro-5-iodo-pyrimidin-4-yloxy)-2-methyl-butan-2-ol in 30 ml DCM and stirred for 22 hours at room temperature. The mixture was diluted with DCM and washed with saturated sodium hydrogencarbonate solution. The organic phase was dried (Na2SO4), filtered and concentrated by evaporation. The residue obtained was purified chromatographically (hexane/ethyl acetate 4:1). 5.50 g (12.9 mmol; yield: 89%) of the mixture of diastereomers was obtained.
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