L-Proline, 4,4-dimethoxy- → 1-[3-(acetylthio)-2-methylthio-1-oxopropyl]-4,4-dimethoxy-L-proline

HRID 1106069Notes

Reaction equation

HRID 1106069 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]([S:16][CH2:17][CH:18]([S:22][CH3:23])[C:19](Cl)=[O:20])(=[O:15])[CH3:14].SCC(SC)C(N1[C@H](C(O)=O)CC2(C(=O)CCC2=O)C1)=O>>[C:13]([S:16][CH2:17][CH:18]([S:22][CH3:23])[C:19]([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:20])(=[O:15])[CH3:14]

Participants

4

Reactant 3

HCID 12821175L-Proline, 4,4-dimethoxy-HCID 543411833-(Acetylthio)-2-(methylthio)propionic acid chlorideHCID 57148383(8S)-7-(3-mercapto-2-methylthio-1-oxopropyl)-1,4-dioxo-7-azaspiro[4.4]nonane-8-carboxylic acid

Product 1

HCID 536836981-[3-(acetylthio)-2-methylthio-1-oxopropyl]-4,4-dimethoxy-L-proline

Procedure

4,4-Dimethoxy-L-proline is reacted with 3-(acetylthio)-2-(methylthio)propionic acid chloride according to the procedure of Example 3 (d) to yield 1-[3-(acetylthio)-2-methylthio-1-oxopropyl]-4,4-dimethoxy-L-proline.

Sources & evidence

ORD record
ord-a7844361359140ffaad2ce18313fb17d
Source dataset
uspto-grants-1982_01
Patent number
US04311697

Reaction notes

Loading…