2-Iodoxybenzoic acid → (2S,3S,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[[4-(2,2,2-trifluoroethoxy)phenyl]methyl]phenyl]-6-methoxy-tetrahydropyran-2-carbaldehyde

Participants

Reaction Conditions

Reaction Steps

To a solution of [(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[[4-(2,2,2-trifluoroethoxyl) phenyl]methyl]phenyl]-6-methoxy-tetrahydropyran-2-yl]methanol 17h (5.5 g, 7.2 mmol) in dichloromethane (200 mL) was added 2-iodoxybenzoic acid (4.1 g, 14.4 mmol) at −5° C. The mixture was stirred at −5° C. for 1 hour, and then refluxed at 45° C. for 16 hours. The reaction mixture was cooled to room temperature and filtered. The filtrate was concentrated in vacuo to give the title compound 17i as pale yellow oil (5.3 mg, 96.3%). This material was not further purified.

Provenance & Evidence