Trifluoroacetic acid → HCID 178468195, compound
Reaction equation
COC1C=CC(C[O:8][C:9](=[S:31])[C@@H:10]2[CH2:14][C@H:13]([C:15](=[O:17])[CH3:16])[CH2:12][N:11]2[C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][CH:23]=2)=[O:19])=CC=1.C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O>>[N+:28]([C:25]1[CH:24]=[CH:23][C:22]([CH2:21][O:20][C:18]([N:11]2[CH2:12][C@@H:13]([C:15](=[O:17])[CH3:16])[CH2:14][C@H:10]2[C:9]([OH:8])=[S:31])=[O:19])=[CH:27][CH:26]=1)([O-:30])=[O:29]Participants
4
Procedure
9.76 g of cis-1-(p-nitrobenzyloxycarbonyl)-4-acetylthio-L-proline p-methoxybenzyl ester and 4.32 g of anisole were stirred together with 35 ml of trifluoroacetic acid at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to obtain cis-1-(p-nitrobenzyloxycarbonyl)-4-acetylthio-L-proline.