反应详情

[5,5-Dimethyl-3-oxo-1-(2,4,6-trimethyl-benzenesulfonyl)-piperazin-2(R,S)-yl]-acetic acid (600 mg, 1.6 mmol)and (5(R)-amino-5,6,7,8-tetrahydro-naphthalen-2-yl)-methanol (290 mg, 1.6 mmol) were dried by azeotroping with anhydrous toluene (3×1 mL) and dissolved in anhydrous DMF (10 mL). DIEA (0.55 mL, 3.2 mmol) and HATU (923 mg, 2.4 mmol) were added to the reaction and stirred for 18 h at RT. The reaction was diluted with EtOAc (30 mL), washed with dilute HCl (2×), 1N NaOH (2×), and brine, dried over MgSO4, filtered, and concentrated in vacuo to provide a residue which was purified by column chromatography (SiO2, 5% MeOH in CH2Cl2) to provide the title compound.

1. customby azeotroping with anhydrous toluene (3×1 mL)
2. dissolutiondissolved in anhydrous DMF (10 mL)
3. washwashed with dilute HCl (2×), 1N NaOH (2×), and brine
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customto provide a residue which
8. customwas purified by column chromatography (SiO2, 5% MeOH in CH2Cl2)