3-Acetylthiopropionyl chloride → 4-oxo-L-proline

HRID 848454Notes

Reaction equation

C(CC(Cl)=S)(=O)C.C(CCC(Cl)=S)(=O)C.SCC(SC)C([N:21]1[CH2:28][C:27](=[O:29])[CH2:26][C@H:22]1[C:23]([OH:25])=[O:24])=O>>[O:29]=[C:27]1[CH2:28][NH:21][C@H:22]([C:23]([OH:25])=[O:24])[CH2:26]1

Participants

Reactant 3

HCID 200413153-Acetylthiopropionyl chloride

HCID 23301560Acetylthioacetylchloride

HCID 545315621-(3-mercapto-2-methylthio-1-oxopropyl)-4-oxo-L-proline

Product 1

HCID 1075414-oxo-L-proline

Procedure

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

Sources & evidence

ORD record: ord-d5c573243a72494a90f1143bc7721629
Source dataset: uspto-grants-1981_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04296113

Reaction notes

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