反应详情

To a stirred solution of 2-adamantyl 4-((2-methoxy-2-oxoethoxy)methyl)-4-phenylpiperidine-1-carboxylate (17.5 mg, 0.04 mmol) in THF (0.5 mL) and MeOH (1 mL) were added LiOH.H2O (8.3 mg, 0.2 mmol) and water (0.5 mL). The mixture was stirred at rt for 18 h and submitted directly to prep HPLC. The product from prep HPLC (8.3 mg) was stirred gently with MP-carbonate resin (75 mg), MeOH (2 mL) and CH2Cl2 (2 mL) for 22 h. The mixture was filtered and the resin beads collected were resuspended in 20:1 CH2Cl2/TFA (5 mL) overnight. The mixture was filtered and the filtrate was concentrated to leave crude material (2.5 mg). This material was purified by prep HPLC to afford the title compound (0.75 mg). LC-MS Method 1 tR=2.12 min, m/z=428.

1. filtrationThe mixture was filtered
2. customthe resin beads collected
3. customwere resuspended in 20:1 CH2Cl2/TFA (5 mL) overnight
4. filtrationThe mixture was filtered
5. concentrationthe filtrate was concentrated
6. customto leave crude material (2.5 mg)
7. customThis material was purified by prep HPLC