(+/-)-1-[3-(acetylthio)-2-methyl-1-oxopropyl]-4,5-dihydro-1H-pyrrole-2-carboxylic acid → (+/-)-4,5-dihydro-4-fluoro-(3-mercapto-2-methyl-1-oxopropyl)-1H-pyrrole-2-carboxylic acid

HRID 27607Notes

Reaction equation

HRID 27607 reaction equation
C([S:4][CH2:5][CH:6]([CH3:18])[C:7]([N:9]1[CH2:13][CH:12]([F:14])[CH:11]=[C:10]1[C:15]([OH:17])=[O:16])=[O:8])(=O)C.C(SCC(C)C(N1CCC=C1C(O)=O)=O)(=O)C>>[F:14][CH:12]1[CH2:13][N:9]([C:7](=[O:8])[CH:6]([CH3:18])[CH2:5][SH:4])[C:10]([C:15]([OH:17])=[O:16])=[CH:11]1

Participants

3

Reactant 2

HCID 20558039(+/-)-1-[3-(acetylthio)-2-methyl-1-oxopropyl]-4,5-dihydro-1H-pyrrole-2-carboxylic acidHCID 23343195(+/-)-1-[3-(acetylthio)-2-methyl-1-oxopropyl]-4,5-dihydro-4-fluoro-1H-pyrrole-2-carboxylic acid

Product 1

HCID 23343184(+/-)-4,5-dihydro-4-fluoro-(3-mercapto-2-methyl-1-oxopropyl)-1H-pyrrole-2-carboxylic acid

Procedure

By substituting (±)-1-[3-(acetylthio)-2-methyl-1-oxopropyl]-4,5-dihydro-4-fluoro-1H-pyrrole-2-carboxylic acid for the (±)-1-[3-(acetylthio)-2-methyl-1-oxopropyl]-4,5-dihydro-1H-pyrrole-2-carboxylic acid in the procedure of Example 2, (±)-4,5-dihydro-4-fluoro-(3-mercapto-2-methyl-1-oxopropyl)-1H-pyrrole-2-carboxylic acid is obtained.

Sources & evidence

ORD record
ord-f96051174fe04e2f989db861a4bc3632
Source dataset
uspto-grants-1980_09
Patent number
US04221912

Reaction notes

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