反应详情

A mixture of (1S,5R)-2-((S)-1-phenylethyl)-6-oxa-2-azabicyclo[3.2.1]octan-7-one (2.95 g) and 10% palladium on activated carbon (570 mg) in methanol (75 mL) was stirred at room temperature for 6 hr under hydrogen (3.5 kgf/cm2). The catalysts were removed by filtration and washed with methanol. The combined organic layers were evaporated in vacuo. A mixture of the residue and 10% palladium on activated carbon (500 mg) in methanol (75 mL) was stirred at room temperature for 8 hr under hydrogen (3.5 kgf/cm2). The catalysts were removed by filtration and washed with methanol. The combined organic layers were evaporated in vacuo. The mixture of the residue and 10% palladium on activated carbon (504 mg) in methanol (75 mL) was stirred at room temperature for 8 hr under hydrogen (4.0 kgf/cm2). The catalysts were removed by filtration and washed with methanol. The combined organic layers were evaporated in vacuo to give the title compound (2.11 g): 1H NMR (400 MHz, CDCl3) δ 1.32-1.49 (m, 2H), 1.83 (br s, 2H), 1.93-1.95 (m, 1H), 2.27-2.32 (m, 1H), 2.61-2.69 (m, 1H), 3.22 (dt, J=12.7, 3.9 Hz, 1H), 3.39 (dd, J=2.9, 10.7 Hz, 1H), 3.71-3.78 (m, 1H), and 3.75 (m, 3H).

1. customThe catalysts were removed by filtration
2. washwashed with methanol
3. customThe combined organic layers were evaporated in vacuo
4. additionA mixture of the residue and 10% palladium on activated carbon (500 mg) in methanol (75 mL)
5. stirringwas stirred at room temperature for 8 hr under hydrogen (3.5 kgf/cm2)
6. customThe catalysts were removed by filtration
7. washwashed with methanol
8. customThe combined organic layers were evaporated in vacuo
9. additionThe mixture of the residue and 10% palladium on activated carbon (504 mg) in methanol (75 mL)
10. stirringwas stirred at room temperature for 8 hr under hydrogen (4.0 kgf/cm2)
11. customThe catalysts were removed by filtration
12. washwashed with methanol
13. customThe combined organic layers were evaporated in vacuo