Ammonia → (2S)-2,5-dihydro-4-[(4-methyl)-phenyl]-1-(4-mercapto-1-oxobutyl)-1H-pyrrole-2-carboxylic acid

HRID 223727Notes

Reaction equation

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

Participants

Reactant 2

HCID 222Ammonia

HCID 57161405(2S)-1-[4-(acetylthio)-1-oxobutyl]-2,5-dihydro-4-[(4-methyl)phenyl]-1H-pyrrole-2-carboxylic acid

Product 1

HCID 57096774(2S)-2,5-dihydro-4-[(4-methyl)-phenyl]-1-(4-mercapto-1-oxobutyl)-1H-pyrrole-2-carboxylic acid

Procedure

The product from part (b) is treated with concentrated ammonia according to the procedure of Example 4 to yield (2S)-2,5-dihydro-4-[(4-methyl)-phenyl]-1-(4-mercapto-1-oxobutyl)-1H-pyrrole-2-carboxylic acid.

Sources & evidence

ORD record: ord-887ac0e785a745b8a62e827d33aa269b
Source dataset: uspto-grants-1982_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04356182

Reaction notes

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