Water → HCID 19771723, compound

Participants

Reaction Steps

Monoperoxyphthalic acid, magnesium salt hexahydrate (1.38 g) was added to a mixture of 7,8-dihydro-2-ethyl-4-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl)methoxy]-5H-thiopyrano[4,3-b]pyridine (1.5 g) and benzyltriethylammonium chloride (0.3 g) in dichloromethane (50 ml) and water (20 ml). The mixture was stirred for 4 hours and then a further quantity of monoperoxyphthalic acid, magnesium salt hexahydrate (138 mg) was added. Stirring was continued for 1 hour and then the mixture was diluted with dichloromethane (100 ml) and water (100 ml). The organic layer was separated and dried (MgSO4) and the solvent was removed by evaporation. The residue was purified by flash chromtography, eluting with methanol/dichlormethane (1.49 v/v) to give 7,8-dihydro-2-ethyl-4-[(2'-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4yl)methoxy]-5H-thiopyrano[4,3b]pyridine S,S-dioxide (A) (320 mg), as a foam; NMR (CDCl3); 1.3(t, 3H), 2,75(q, 2H), 3.35(t, 2H), 3.55(t, 2H), 4.15(s, 2H), 5.0(s, 2H), 6.65(s, 1H), 6.9-7.0(m, 6H), 7.1-7.5(m, 16H), 7.95-8.0(m, 1H).

Provenance & Evidence