反应详情

0.36 g (1.98 mmol) of EDC, 0.25 g (1.85 mmol) of HOBt and 0.51 g (1.73 mmol) of (R)-2-tert-butoxy-carbonylamino-3-(4-methoxyphenyl)propionic acid are added to 0.43 g (1.69 mmol) of 3-cyclohexyl-3-pentylazetidine oxalate dissolved in 8 ml of DMF. After 5 minutes, 0.9 ml (6.5 mmol) of triethylamine is added. After 1 hour 30 minutes, the reaction medium is extracted with a 1/1 EtOAc/heptane mixture and washed with a solution of 1N hydrochloric acid, of 1N sodium hydroxide and of water. The organic phase is dried over MgSO4, filtered and concentrated. The residue is purified on a silica column (eluent 6/4 heptane/EtOAc). 0.48 g of tert-butyl[(R)-2-(3-cyclohexyl-3-pentylazetidin-1-yl)-1-(4-methoxybenzyl)-2-oxoethyl]carbamate in the form of a colourless oil is obtained with a yield of 59%.

1. waitAfter 1 hour 30 minutes
2. extractionthe reaction medium is extracted with a 1/1 EtOAc/heptane mixture
3. washwashed with a solution of 1N hydrochloric acid, of 1N sodium hydroxide and of water
4. dry with materialThe organic phase is dried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated
7. customThe residue is purified on a silica column (eluent 6/4 heptane/EtOAc)