Ammonia → 4-hydroxy-4-[(4-methyl)phenyl]-1-(4-mercapto-1-oxobutyl)-L-proline

HRID 223726Notes

Reaction equation

HRID 223726 reaction equation
C([S:4][CH2:5][CH2:6][CH2:7][C:8]([N:10]1[CH2:17][C:16]([OH:25])([C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=2)[CH2:15][C@H:11]1[C:12]([OH:14])=[O:13])=[O:9])(=O)C.N>>[OH:25][C:16]1([C:18]2[CH:19]=[CH:20][C:21]([CH3:24])=[CH:22][CH:23]=2)[CH2:17][N:10]([C:8](=[O:9])[CH2:7][CH2:6][CH2:5][SH:4])[C@H:11]([C:12]([OH:14])=[O:13])[CH2:15]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 228174921-[4-(Acetylthio)-1-oxobutyl]-4-hydroxy-4-[(4-methyl)phenyl]-L-proline

Product 1

HCID 228175794-hydroxy-4-[(4-methyl)phenyl]-1-(4-mercapto-1-oxobutyl)-L-proline

Procedure

The product from part (b) is treated with concentrated ammonia according to the procedure of Example 2 to yield 4-hydroxy-4-[(4-methyl)phenyl]-1-(4-mercapto-1-oxobutyl)-L-proline.

Sources & evidence

ORD record
ord-dc31a2e7493c404d8b23f4889597b135
Source dataset
uspto-grants-1982_10
Patent number
US04356182

Reaction notes

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