3-Acetylthiopropionyl chloride → 1-[3-(acetylthio)-2,2-dimethyl-1-oxopropyl]-4-oxo-L-proline

HRID 848456Notes

Reaction equation

HRID 848456 reaction equation
[C:1]([S:4][CH2:5][C:6]([CH3:11])([CH3:10])[C:7](Cl)=[O:8])(=[O:3])[CH3:2].C(CCC(Cl)=S)(=O)C.SCC(SC)C([N:25]1[CH2:32][C:31](=[O:33])[CH2:30][C@H:26]1[C:27]([OH:29])=[O:28])=O>>[C:1]([S:4][CH2:5][C:6]([CH3:11])([CH3:10])[C:7]([N:25]1[CH2:32][C:31](=[O:33])[CH2:30][C@H:26]1[C:27]([OH:29])=[O:28])=[O:8])(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 200413153-Acetylthiopropionyl chlorideHCID 205397033-Acetylthio-2,2-dimethylpropionyl chlorideHCID 545315621-(3-mercapto-2-methylthio-1-oxopropyl)-4-oxo-L-proline

Product 1

HCID 544042521-[3-(acetylthio)-2,2-dimethyl-1-oxopropyl]-4-oxo-L-proline

Procedure

Following the procedure of Example 1 but substituting 3-acetylthio-2,2-dimethylpropionyl chloride for the 3-acetylthiopropionyl chloride in part (d), one obtains 1-[3-(acetylthio)-2,2-dimethyl-1-oxopropyl]-4-oxo-L-proline.

Sources & evidence

ORD record
ord-70beed4498234b4eabf6da39016d4d51
Source dataset
uspto-grants-1981_10
Patent number
US04296113

Reaction notes

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