反应详情

Platinum(IV) oxide (0.536 g, 2.36 mmol) was suspended in nitrogen degassed trifluororoethanol. tert-Butyl (2R,5S)-2-[(3-amino-5-fluoropyridin-4-yl)ethynyl]-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)morpholine-4-carboxylate (2.20 g, 4.72 mmol) (68% pure) was dissolved in nitrogen degassed trifluorethanol (94 mL) and added to the suspension of platinum oxide. The reaction was shaken on the Parr at 50 psi hydrogen for 24 hr. The reaction was degassed with nitrogen, filtered through celite and the solvent removed in vacuo. Purification on silica gel (330 g) eluting with a gradient of 0-100% EtOAc/hexanes afforded the title compound (1.52 g, 3.24 mmol, 69% yield) as a white solid, MS (ESI): m/z=470.51 (MH+); 100% pure by LCMS

1. customdegassed trifluorethanol (94 mL)
2. additionadded to the suspension of platinum oxide
3. customThe reaction was degassed with nitrogen
4. filtrationfiltered through celite
5. customthe solvent removed in vacuo
6. customPurification on silica gel (330 g)
7. washeluting with a gradient of 0-100% EtOAc/hexanes