HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → (R)-2-(1-Methoxy-2-morpholin-4-yl-2-oxo-ethyl)-5-phenyl-pentanoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (R)-2-((S)-1-Hydroxy-2-morpholin-4-yl-2-oxo-ethyl)-5-phenyl-pentanoic acid methyl ester | HCID 69434738 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (R)-2-(1-Methoxy-2-morpholin-4-yl-2-oxo-ethyl)-5-phenyl-pentanoic acid methyl ester | HCID 69619099 | — |
Reaction Steps
Sodium hydride (60% in mineral oil, 114 mg, 2.86 mmol) was added to a solution of (R)-2-((S)-1-Hydroxy-2-morpholin-4-yl-2-oxo-ethyl)-5-phenyl-pentanoic acid methyl ester (800 mg, 2.38 mmol) in dry dimethylformamide followed by addition of methyl iodide (0.74 ml, 11.9 mmol) and the reaction mixture was stirred for two hours at rt. The reaction was diluted with water and extracted with Ethyl acetate. The organic extracts were washed with water and brine, dried over MgSO4 and concentrated under reduced pressure to give the title compound as a colorless oil solid (660 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07030116B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-9acd84f93df047a99ab42877451fe89b |
| Source note | uspto-grants-2006_04 |