Lawesson's reagent → (2S,4R)-4-Benzenesulfonyl-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic Acid Methyl Ester

HRID 1697567Notes

Reaction equation

HRID 1697567 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)(=[O:12])=[O:11])[CH2:7][N:6]1[C:19](=O)[CH2:20][C:21](=[O:23])[CH3:22])=[O:4].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:34])=CC=1>>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)(=[O:12])=[O:11])[CH2:7][N:6]1[C:19](=[S:34])[CH2:20][C:21](=[O:23])[CH3:22])=[O:4]

Participants

3

Reactant 2

HCID 87949Lawesson's reagentHCID 86646824(2S,4R)-4-Benzenesulfonyl-1-(3-oxo-butyryl)-pyrrolidine-2-carboxylic Acid Methyl Ester

Product 1

HCID 86646825(2S,4R)-4-Benzenesulfonyl-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic Acid Methyl Ester

Procedure

In analogy to the procedure described in example 192 g, (2S,4R)-4-benzenesulfonyl-1-(3-oxo-butyryl)-pyrrolidine-2-carboxylic acid methyl ester was reacted with Lawesson's reagent to give the title compound as red oil.

Sources & evidence

ORD record
ord-a61356f57fb147b0a5f990f1dfb1e126
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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