Hydrogen chloride-ethyl acetate → Benzyl cis(+/-)-[3-methoxypiperidin-4-yl]carbamate hydrochloride
Reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@H:12]1[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][C@H:13]1[O:25][CH3:26])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:27].C(OCC)(=O)C>CO>[ClH:27].[CH3:26][O:25][C@H:13]1[C@@H:12]([NH:11][C:9](=[O:10])[O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:17][CH2:16][NH:15][CH2:14]1Participants
4
Procedure
tert-Butyl cis(±)-4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidine-1-carboxylate obtained in Example (40a) (800 mg, 2.2 mmol) was dissolved in methanol (40 mL). A 4 N hydrochloric acid/ethyl acetate solution (30 mL) was added, and the mixture was stirred at room temperature for one hour. Concentration under reduced pressure gave 691 mg of the title compound as a colorless oily substance (100%).