Methanol → Methyl (2S,4EZ)-1-[(3',4'-dichloro[1,1'-biphenyl]-4-yl)carbonyl]-4-(methoxyimino)-2-pyrrolidinecarboxylate

HRID 457937Notes

Reaction equation

HRID 457937 reaction equation
C(O[C:6]([N:8]1[CH2:12][C:11](=[N:13][O:14][CH3:15])[CH2:10][C@H:9]1[C:16]([OH:18])=[O:17])=[O:7])(C)(C)C.[Cl:19][C:20]1[CH:21]=[C:22]([C:27]2[CH:32]=[CH:31][C:30](C(O)=O)=[CH:29][CH:28]=2)[CH:23]=[CH:24][C:25]=1[Cl:26].[CH3:36]O>>[Cl:19][C:20]1[CH:21]=[C:22]([C:27]2[CH:32]=[CH:31][C:30]([C:6]([N:8]3[CH2:12][C:11](=[N:13][O:14][CH3:15])[CH2:10][C@H:9]3[C:16]([O:18][CH3:36])=[O:17])=[O:7])=[CH:29][CH:28]=2)[CH:23]=[CH:24][C:25]=1[Cl:26]

Participants

4

Reactant 3

HCID 887MethanolHCID 27581564-(3,4-Dichlorophenyl)benzoic acidHCID 58714586(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid

Product 1

HCID 131726297Methyl (2S,4EZ)-1-[(3',4'-dichloro[1,1'-biphenyl]-4-yl)carbonyl]-4-(methoxyimino)-2-pyrrolidinecarboxylate

Procedure

Following the general method as outlined in Example 11, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid, 3′,4′-dichloro[1,1′-biphenyl]-4-carboxylic acid, and methanol, the title compound was isolated as a mixture of two isomers in 91.9% purity by HPLC.

Sources & evidence

ORD record
ord-4eb6ad84f3f348dfaf751f4171097d8f
Source dataset
uspto-grants-2007_03
Patent number
US07189754B2

Reaction notes

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