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

HRID 1578135Notes

Reaction equation

C([S:4][CH2:5][CH2:6][CH2:7][C:8]([N:10]1[CH2:17][C:16](O)([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>>[CH3:24][C:21]1[CH:22]=[CH:23][C:18]([C:16]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])[CH:15]=2)=[CH:19][CH:20]=1

Participants

Reactant 2

HCID 222Ammonia

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

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-96839a752c6945a486b97456f06237bc
Source dataset: uspto-grants-1981_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04291040

Reaction notes

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