HCID 66649600, compound → HCID 51003469, compound

Participants

Reaction Steps

A solution of (1R,3R,4S,5S)-3-(3-tert-butyl-benzylamino)-5-[3-fluoro-4-nitro-5-((R)-2,2,2-tri-fluoro-1-methoxymethyl-ethoxy)-benzyl]-1-oxo-tetrahydro-thiopyran-4-ol (1.34 g, 2.27 mmol) in EtOH (27 mL) was hydrogenated at 1 bar over Ra—Ni at 40° C. for 7 h. Filtration over Celite and charcoal afforded the title compound after evaporation as an amorphous solid: TLC (toluene-ETA 95:5) Rf=0.28; HPLC RtH1=0.86 min; ESIMS [M+H]+=561; 1H NMR (600 MHz, CDCl3): δ 7.34 (s, 1H), 7.24 (m, 2H), 7.12 (m, 1H), 6.72 (s, 1H), 6.63 (d, 1H), 5.08 (s, 1H), 5.00 (s, 1H), 4.57 (s, 2H), 3.80-3.67 (m, 3H), 3.57 (m, 1H), 3.30 (s, 3H), 3.18-3.05 (m, 3H), 2.98 (m, 1H), 2.70 (m, 1H), 2.49-2.23 (m, 5H), 1.25 (s, 9H).

Provenance & Evidence