HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(r)-Cyclohexylmethyl-n-[1-(s)-methyl-2-(4-trifluoromethoxy-phenylamino)-ethyl]-4-oxo-4-thiomorpholin-4-yl-butyramide → 2-(r)-Cyclohexylmethyl-4-(1,1-dioxo-thiomorpholin-4-yl)-n-[1-(s)-methyl-2-(4-trifluoromethoxy-phenylamino)-ethyl]-4-oxo-butyramide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(r)-Cyclohexylmethyl-n-[1-(s)-methyl-2-(4-trifluoromethoxy-phenylamino)-ethyl]-4-oxo-4-thiomorpholin-4-yl-butyramide | HCID 11306876 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Product | 2-(r)-Cyclohexylmethyl-4-(1,1-dioxo-thiomorpholin-4-yl)-n-[1-(s)-methyl-2-(4-trifluoromethoxy-phenylamino)-ethyl]-4-oxo-butyramide | HCID 11214948 | — |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07501408B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-7382ee2eb4ff48368b5a9b8708fcd1a2 |
| Source note | uspto-grants-2009_03 |