反应详情

Oxycodone free base, 1-1, (13 mg, 0.04 mmol) in 0.5 mL acetonitrile was stirred with TEA (0.034 mL 0.24 mmol) for 30 min at rt. DMAP (15 mg, 0.12 mmol) and DCC (25 mg, 0.12 mmol) were then added to the solution followed by a solution comprised of 4-2 (41 mg, 0.24 mmol) in 1 mL of acetonitrile. The resulting mixture was stirred for 16 h and concentrated under reduced pressure. The resulting residue was stirred with 4 mL of acetone for 30 min, the precipitated DCU removed by filtration, and the acetone removed under reduced pressure. The residue was treated with 0.8 mL of TFA (5 min at rt) to remove the tert-butyl group. The TFA was then removed under reduced pressure and the resulting residue purified by HPLC on a C-18 column eluted with 20% acetonitrile in 0.07% aqueous TFA to yield fraction containing essentially pure 4-3.

1. concentrationconcentrated under reduced pressure
2. stirringThe resulting residue was stirred with 4 mL of acetone for 30 min
3. customthe precipitated DCU removed by filtration
4. customthe acetone removed under reduced pressure
5. additionThe residue was treated with 0.8 mL of TFA (5 min at rt)
6. customto remove the tert-butyl group
7. customThe TFA was then removed under reduced pressure
8. customthe resulting residue purified by HPLC on a C-18 column
9. washeluted with 20% acetonitrile in 0.07% aqueous TFA
10. customto yield fraction
11. additioncontaining essentially pure 4-3