反应详情

To a mixture of the compound of Example I (0.60 g, 0.0018 mole) and CH2Cl2 (6 ml) was added N-methylmorpholine (0.44 g, 0.0043 mole). The resulting mixture was cooled on an ice bath and 3-benzoylthiopropanoyl chloride (0.45 g, 0.0020 mole) was added dropwise. After stirring 10 min the mixture was filtered removing the insolubles. The CH2Cl2 solution was washed with 20% citric acid, H2O, 10% NaHCO3, H2O and dried over MgSO4. The filtered solution was concentrated under reduced pressure to dryness and then azeotroped with diethyl ether to a semi-solid residue. This residue was dissolved in a small amount of diethyl ether and precipitated with hexane to give a crystalline solid. Drying in vacuo at 60° overnight gave 0.48 g (0.001 mole, 55%) of trans-N-(3-benzoylthio-1-oxopropyl)-N-(4-phenylcyclohexyl)glycine-1,1-dimethylethyl ester.

1. temperatureThe resulting mixture was cooled on an ice bath
2. filtrationwas filtered
3. customremoving the insolubles
4. washThe CH2Cl2 solution was washed with 20% citric acid, H2O, 10% NaHCO3, H2O
5. dry with materialdried over MgSO4
6. concentrationThe filtered solution was concentrated under reduced pressure to dryness
7. customazeotroped with diethyl ether to a semi-solid residue
8. dissolutionThis residue was dissolved in a small amount of diethyl ether
9. customprecipitated with hexane
10. customto give a crystalline solid
11. customDrying in vacuo at 60° overnight