L-Proline, 4,4-dimethoxy- → 1-[3-(acetylthio)-1-oxopropyl]-4,4-dimethoxy-L-proline

HRID 1106072Notes

Reaction equation

HRID 1106072 reaction equation
[CH3:1][O:2][C:3]1([O:11][CH3:12])[CH2:7][NH:6][C@H:5]([C:8]([OH:10])=[O:9])[CH2:4]1.[C:13](CCC(Cl)=S)(=[O:15])[CH3:14].[SH:21][CH2:22][CH:23](SC)[C:24](N1[C@H](C(O)=O)CC2(C(=O)CCC2=O)C1)=[O:25]>>[C:13]([S:21][CH2:22][CH2:23][C:24]([N:6]1[CH2:7][C:3]([O:11][CH3:12])([O:2][CH3:1])[CH2:4][C@H:5]1[C:8]([OH:10])=[O:9])=[O:25])(=[O:15])[CH3:14]

Participants

4

Reactant 3

HCID 12821175L-Proline, 4,4-dimethoxy-HCID 200413153-Acetylthiopropionyl chlorideHCID 57148383(8S)-7-(3-mercapto-2-methylthio-1-oxopropyl)-1,4-dioxo-7-azaspiro[4.4]nonane-8-carboxylic acid

Product 1

HCID 545731971-[3-(acetylthio)-1-oxopropyl]-4,4-dimethoxy-L-proline

Procedure

4,4-Dimethoxy-L-proline is reacted with 3-acetylthiopropionyl chloride according to the procedure of Example 3 (d) to yield 1-[3-(acetylthio)-1-oxopropyl]-4,4-dimethoxy-L-proline.

Sources & evidence

ORD record
ord-9ba08d0afa82485fb00b45c4f9733c2d
Source dataset
uspto-grants-1982_01
Patent number
US04311697

Reaction notes

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