p-Fluorotoluene-alpha-thiol → 2-[(4'-Methoxy[1,1'-biphenyl]-4-yl)sulfonyl]amino-4-hydroxy-5-[[(4-fluorophenyl)methyl]thio]-pentanoic Acid

HRID 413397Notes

Reaction equation

HRID 413397 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][SH:7])=[CH:4][CH:3]=1.[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][C:21]([S:24]([NH:27][CH:28]([CH2:33][CH:34]3[O:36][CH2:35]3)[C:29]([O:31]C)=[O:30])(=[O:26])=[O:25])=[CH:20][CH:19]=2)=[CH:14][CH:13]=1>>[CH3:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2[CH:19]=[CH:20][C:21]([S:24]([NH:27][CH:28]([CH2:33][CH:34]([OH:36])[CH2:35][S:7][CH2:6][C:5]3[CH:8]=[CH:9][C:2]([F:1])=[CH:3][CH:4]=3)[C:29]([OH:31])=[O:30])(=[O:25])=[O:26])=[CH:22][CH:23]=2)=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 85171p-Fluorotoluene-alpha-thiolHCID 12073922Methyl 2-[(4'-methoxy[1,1'-biphenyl]-4-yl)sulfonyl]amino-4,5-epoxypentanoate

Product 1

HCID 235082492-[(4'-Methoxy[1,1'-biphenyl]-4-yl)sulfonyl]amino-4-hydroxy-5-[[(4-fluorophenyl)methyl]thio]-pentanoic Acid

Procedure

Example 51 is prepared from 4-fluorobenzylmercaptan and 1d using the procedure described for compound 20.

Sources & evidence

ORD record
ord-af502ecba729485dbc7aeb2069b1b8c4
Source dataset
uspto-grants-2003_05
Patent number
US06566381B1

Reaction notes

Loading…