4-keto-L-proline hydrobromide → 1-[3-(acetylthio)-2-methylthio-1-oxopropyl]-4-oxo-L-proline

HRID 848450Notes

Reaction equation

HRID 848450 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

Reactant 3

HCID 127736614-keto-L-proline hydrobromideHCID 127736631-[3-(Acetylthio)-1-oxopropyl]-4-oxo-L-prolineHCID 543411833-(Acetylthio)-2-(methylthio)propionic acid chloride

Product 1

HCID 536857661-[3-(acetylthio)-2-methylthio-1-oxopropyl]-4-oxo-L-proline

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-7271890ab7104b30a6abfee5b148698f
Source dataset
uspto-grants-1981_10
Patent number
US04296113

Reaction notes

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