Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → (S)-5-Methoxy-1-methyl-pyrrolidine-2-carboxylic acid phenethyl-amide
Reaction equation
[CH2:1]([NH:9][C:10]([C@@H:12]1[CH2:16][CH2:15][CH:14]([OH:17])[N:13]1[CH3:18])=[O:11])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:19]12(CS(O)(=O)=O)C(C)(C)C(CC1)CC2=O>CO>[CH2:1]([NH:9][C:10]([C@@H:12]1[CH2:16][CH2:15][CH:14]([O:17][CH3:19])[N:13]1[CH3:18])=[O:11])[CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Product 11B is dissolved hemi-aminal in 10 mL anhydrous methanol and 100 mg 10-camphorsulfonic acid is added. Methanolysis is complete in 1 hour. The resulting material is filtered and concentrated, then reconstituted with ethyl acetate and washed with saturated bicarb followed by drying over anhydrous sodium sulfate, filtered and concentrated. LCMS characterization ES+383.1 (m+1).