Trifluoroacetic acid → HCID 131714943, compound
Reaction equation
CC(C)(OC(CN(C)C(N1CCC[C@H]1C(OCC1C=CC=CC=1)=O)=O)=O)C.FC(F)(F)C(O)=O.[C:35]1(OC)[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.[C:43]([CH2:46][CH2:47][N:48]([CH3:66])[C:49]([N:51]1[CH2:65][CH2:64][CH2:63][C@H:52]1[C:53]([O:55][CH2:56][C:57]1C=CC=CC=1)=[O:54])=[O:50])([OH:45])=[O:44]>>[C:43]([CH2:46][CH2:47][N:48]([CH3:66])[C:49]([N:51]1[CH2:65][CH2:64][CH2:63][C@H:52]1[C:53]([O:55][CH2:56][CH2:57][C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)=[O:54])=[O:50])([OH:45])=[O:44]Participants
5
Procedure
The ester product from part (c) (2.7 g., 7.17 mmole) is treated for 1.5 hours with 10 ml. of trifluoroacetic acid and 1.6 ml. of anisole. After concentrating to dryness it is triturated with ether-hexane. The crude material is crystallized from ether to yield 2 g. of 1-[[(2-carboxyethyl)methylamino]carbonyl]-L-proline, phenylmethyl ester; m.p. 102°-104°.