反应详情

温度

0 °C

At RT, 253 μl (1.45 mmol) of DIEA were added to a solution of 517.9 mg (1.32 mmol) of (+)-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}acetic acid and 450 mg (about 1.98 mmol, crude material) of tert-butyl 1-(4-aminopentyl)cyclo-propanecarboxylate in 2.5 ml of DMF. The resulting mixture was cooled to 0° C., and four portions of altogether 186.4 mg (0.49 mmol) of HATU were then added. The reaction mixture was slowly warmed to RT, stirred at RT for 16 h and then added to water and extracted three times with ethyl acetate. The combined organic phases were dried over magnesium sulfate and concentrated under reduced pressure. Purification of the crude product by preparative RP-HPLC (acetonitrile/water gradient) gave 540.0 mg (68.0% of theory) of the target compound as a diastereomer mixture.

1. temperatureThe reaction mixture was slowly warmed to RT
2. extractionextracted three times with ethyl acetate
3. dry with materialThe combined organic phases were dried over magnesium sulfate
4. concentrationconcentrated under reduced pressure
5. customPurification of the crude product by preparative RP-HPLC (acetonitrile/water gradient)
6. customgave 540.0 mg (68.0% of theory) of the target compound as a diastereomer mixture