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

HRID 457935

Reaction equation

HRID 457935 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.[CH3:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26]1[CH:31]=[CH:30][C:29](C(O)=O)=[C:28]([CH3:35])[CH:27]=1.[CH3:36]O>>[CH3:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26]1[CH:31]=[CH:30][C:29]([C:6]([N:8]2[CH2:12][C:11](=[N:13][O:14][CH3:15])[CH2:10][C@H:9]2[C:16]([O:18][CH3:36])=[O:17])=[O:7])=[C:28]([CH3:35])[CH:27]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 219372462',3-Dimethyl[1,1'-biphenyl]-4-carboxylic acidHCID 58714586(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid

Product 1

HCID 131726295Methyl (2S,4EZ)-1-[(2',3-dimethyl[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, 2′,3-dimethyl[1,1′-biphenyl]-4-carboxylic acid, and methanol, the title compound was isolated as a mixture of two isomers in 81.4% purity by HPLC.

Sources & evidence

ORD record
ord-80bd23ba45cc4ccfa4cebc6836da2c3a
Source dataset
uspto-grants-2007_03
Patent number
US07189754B2

Linked notes

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