Sodium periodate → HCID 178442553, compound

Participants

Reaction Conditions

Reaction Steps

A solution of diethyl 3-methylthio-3(1-trityl-1,2,4-triazol-3-yl)propane phosphonate (0.53 g, prepared as described in Example 39) in methanol (7 ml) was added slowly to a stirred solution of sodium periodate (0.23 g) in water (3 ml) cooled to 5° C. After ten minutes, the cooling bath was removed and stirring continued for a further five hours. The mixture was poured into water and extracted with ethyl acetate. The extracts were washed with brine, dried over magnesium sulphate, and evaporated under reduced pressure to give diethyl 3-methanesulphinyl-3(1-trityl-1,2,4-triazol-3-yl)propane phosphonate (0.59 g, white gum) as a 2:1 mixture of diastereoisomers. NMR (CDCl3): δ1.3(6H,m), 1.7-1.9(2H,m), 2.4(3H,2xs), 2.5-2.7(2H,m), 4.05(5H,m), 7.1-7.3(15H,m), 8.0(1H,2xs).

Provenance & Evidence