Reaction #43562

Reaction equation

OXONE

title compound

2-(R)-Cyclohexylmethyl-N-[1-(S)-methyl-2-(4-trifluoromethoxy-phenylamino)-ethyl]-4-oxo-4-thiomorpholin-4-yl-butyramide

→

sulfone

2-(R)-Cyclohexylmethyl-4-(1,1-dioxo-thiomorpholin-4-yl)-N-[1-(S)-methyl-2-(4-trifluoromethoxy-phenylamino)-ethyl]-4-oxo-butyramide

Conditions

Workup

1. 1
   OtherThe compound was synthesized in a similar fashion to Example 6

Procedure

The compound was synthesized in a similar fashion to Example 6. An OXONE oxidation was employed title compound of Example 51 to furnish the sulfone. A procedure was used as described in McCarthy, J. R. et al. Org. Synth., CV9, 446. 1H NMR (CD3OD, 400 MHz) δ 0.73-0.79 (m, 2H), 1.00-1.19 (m, 7H), 1.10 (d, J=6.8 Hz), 1.34-1.75 (m, 6H), 2.34-2.37 (m, 1H), 2.64-2.71 (m, 2H), 2.94-3.08 (m, 7H), 3.79-4.01 (m, 5H), 6.53-6.56 (m, 2H), 6.87-6.89 (m, 2H). HPLC-MS calcd. for C25H36F3N3O5S (M+H+) 548.2, found 548.2.

Source