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

HRID 457933
Notes
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Reaction equation

HRID 457933 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][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[C:27]1[CH:32]=[CH:31][C:30](C(O)=O)=[CH:29][CH:28]=1.[CH3:36]O>>[CH3:19][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[C:27]1[CH:32]=[CH:31][C:30]([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])=[CH:29][CH:28]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 887MethanolHCID 27595482'-Methoxy-biphenyl-4-carboxylic acidHCID 58714586(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid

Product 1

HCID 131726293Methyl (2S,4EZ)-1-[(2'-methoxy[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′-methoxy[1,1′-biphenyl]-4-carboxylic-acid, and methanol, the title compound was isolated as a mixture of two isomers in 92.1% purity by HPLC.

Sources & evidence

ORD record
ord-782bf83c258b4d0f9df890a8b85aaa2a
Source dataset
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07189754B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes