4-oxo-L-proline → 1-[3-[[(4-methoxy)phenylmethyl]thio]-2-trifluoromethyl-1-oxopropyl]-4-oxo-L-proline

HRID 848458Notes

Reaction equation

HRID 848458 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][S:10][CH2:11][CH:12]([C:16]([F:19])([F:18])[F:17])[C:13](Cl)=[O:14])=[CH:5][CH:4]=1.[O:20]=[C:21]1[CH2:25][NH:24][C@H:23]([C:26]([OH:28])=[O:27])[CH2:22]1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][S:10][CH2:11][CH:12]([C:16]([F:19])([F:18])[F:17])[C:13]([N:24]2[CH2:25][C:21](=[O:20])[CH2:22][C@H:23]2[C:26]([OH:28])=[O:27])=[O:14])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 1075414-oxo-L-prolineHCID 129412293-[[(4-Methoxy)phenylmethyl]thio]-2-trifluoromethylpropionyl chloride2×

Product 1

HCID 228178401-[3-[[(4-methoxy)phenylmethyl]thio]-2-trifluoromethyl-1-oxopropyl]-4-oxo-L-proline

Procedure

The 3-[[(4-methoxy)phenylmethyl]thio]-2-trifluoromethylpropionyl chloride from part (a) is reacted with 4-keto-L-proline to yield 1-[3-[[(4-methoxy)phenylmethyl]thio]-2-trifluoromethyl-1-oxopropyl]-4-oxo-L-proline.

Sources & evidence

ORD record
ord-a7ad1ab91c97446fa6146ccfa5af3630
Source dataset
uspto-grants-1981_10
Patent number
US04296113

Reaction notes

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