Lawesson's reagent → HCID 11109923, compound

HRID 1457964Notes

Reaction equation

HRID 1457964 reaction equation
[CH2:1]([O:3][C:4]([C:6]1([C@@H:9]2[CH2:13][N:12]([C@H:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH3:15])[C:11](=O)[CH2:10]2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:32])=CC=1>>[CH2:1]([O:3][C:4]([C:6]1([C@H:9]2[CH2:13][N:12]([C@H:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH3:15])[C:11](=[S:32])[CH2:10]2)[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 87949Lawesson's reagentHCID 10924617HCID 10924617, compound

Product 1

HCID 11109923HCID 11109923, compound

Procedure

The thus separated (4R)-4-(1-ethoxycarbonylcyclopropyl)-1-[(S)-1-phenylethyl]-2-pyrrolidone is allowed to react with Lawesson reagent to give (4S)-4-(1-ethoxycarbonylcyclopropyl)-1-[(S)-1-phenylethyl]-2-pyrrolidinethione. This reaction can also be effected using phosphorus pentasulfide.

Sources & evidence

ORD record
ord-f9560608e1cf4223b63ee4810f4144ae
Source dataset
uspto-grants-1998_12
Patent number
US05849757

Reaction notes

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