反应详情

3-(4-(1-(2,2-Dimethyl-1,3-dioxolan-4(S)-ylcarbonyl)-1,2,5,6-tetrahydropyrid-4-yl)-3,5-difluorophenyl)-5(R)(N-(t-butoxycarbonyl)-3-methylisoxazol-5-ylaminomethyl)oxazolidin-2-one (400 mg, 0.65 mM) was dissolved in dichloromethane (6 ml) and treated with trifluoroacetic acid (6 ml) at 0°. After stirring for 30 minutes at ambient temperature, water (1.2 ml) was added, and stirring continued for 1 hour. Solvent was removed, the residue dissolved in methanol (20 ml), and treated with aqueous ammonia to bring the pH to 7–8; solvent was removed, and the residue chromatographed on a 10 g silica Mega Bond Elut® column, eluting with a gradient increasing in polarity from 0 to 5% methanol in dichloromethane. Relevant fractions were combined and evaporated to give the desired product (181 mg).

1. stirringstirring
2. waitcontinued for 1 hour
3. customSolvent was removed
4. dissolutionthe residue dissolved in methanol (20 ml)
5. additiontreated with aqueous ammonia
6. customsolvent was removed
7. customthe residue chromatographed on a 10 g silica Mega Bond Elut® column
8. washeluting with
9. temperaturea gradient increasing in polarity from 0 to 5% methanol in dichloromethane
10. customevaporated