4-keto-L-proline hydrobromide → 1-[3-(acetylthio)-2-methylthio-1-oxopropyl]-4-oxo-L-proline
Reaction equation
[C:1]([S:4][CH2:5][CH:6]([S:10][CH3:11])[C:7](Cl)=[O:8])(=[O:3])[CH3:2].Br.[O:13]=[C:14]1[CH2:18][NH:17][C@H:16]([C:19]([OH:21])=[O:20])[CH2:15]1.C(SCCC(N1CC(=O)C[C@H]1C(O)=O)=O)(=O)C>>[C:1]([S:4][CH2:5][CH:6]([S:10][CH3:11])[C:7]([N:17]1[CH2:18][C:14](=[O:13])[CH2:15][C@H:16]1[C:19]([OH:21])=[O:20])=[O:8])(=[O:3])[CH3:2]Participants
4
Procedure
The 3-(acetylthio)-2-(methylthio)propionic acid chloride is reacted with 4-keto-L-proline, hydrobromide according to the procedure of Example 1 (d) to yield 1-[3-(acetylthio)-2-methylthio-1-oxopropyl]-4-oxo-L-proline.
Sources & evidence
- ORD record
- ord-238b7b5594284274a7deac715cd8662c
- Source dataset
- uspto-grants-1982_05
- Patent number
- US04330548
Reaction notes
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