[(2R,4R)-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxan-4-yl]methyl 4-nitrobenzoate → (2R)-2,4-dihydroxy-3,3-dimethylbutyl 4-nitrobenzoate
Reaction equation
[N+:1]([C:4]1[CH:29]=[CH:28][C:7]([C:8]([O:10][CH2:11][C@H:12]2[C:17]([CH3:19])([CH3:18])[CH2:16][O:15][C@@H](C3C=CC(OC)=CC=3)[O:13]2)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2]>C1COCC1.C(O)(=O)C>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:8]([O:10][CH2:11][C@H:12]([OH:13])[C:17]([CH3:18])([CH3:19])[CH2:16][OH:15])=[O:9])=[CH:28][CH:29]=1)([O-:3])=[O:2]Participants
4
Procedure
A solution of compound obtained in Step C (4.4 g, 10.96 mmol) in THF (5 ml) and acetic acid (70%) (50 ml) was heated at 60° C. for 4 hours. The solvent was concentrated under reduced pressure and dissolved in EtOAc. The organic layer was washed with NaHCO3 and brine. The organic phase was concentrated under reduced pressure and the crude was crystallized from Et2O and n-Hexane at 0° C. to give a white solid.