4'-[(S)-3-[(E)-hydroxyimino]-3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-1-o-tolyl-propyl]-biphenyl-4-carboxylic acid

Base Information

Chemical Name:4'-[(S)-3-[(E)-hydroxyimino]-3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-1-o-tolyl-propyl]-biphenyl-4-carboxylic acid
CAS No.:1354810-75-5
Molecular Formula:C₂₉H₂₆N₂O₄
Molecular Weight:466.536
Hs Code.:

Synonyms:4'-[(S)-3-[(E)-hydroxyimino]-3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-1-o-tolyl-propyl]-biphenyl-4-carboxylic acid

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Chemical Property of 4'-[(S)-3-[(E)-hydroxyimino]-3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-1-o-tolyl-propyl]-biphenyl-4-carboxylic acid

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Technology Process of 4'-[(S)-3-[(E)-hydroxyimino]-3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-1-o-tolyl-propyl]-biphenyl-4-carboxylic acid

There total 10 articles about 4'-[(S)-3-[(E)-hydroxyimino]-3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-1-o-tolyl-propyl]-biphenyl-4-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1354810-74-4
4'-[3-[(E)-hydroxyimino]-3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-1-o-tolyl-propyl]-biphenyl-4-carboxylic acid

: 1354810-76-6
4'-[(R)-3-[(E)-hydroxyimino]-3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-1-o-tolyl-propyl]-biphenyl-4-carboxylic acid

: 1354810-75-5
4'-[(S)-3-[(E)-hydroxyimino]-3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-1-o-tolyl-propyl]-biphenyl-4-carboxylic acid

Guidance literature:: With Chiralpak AD; In formic acid; ethanol; Resolution of racemate;

Reference yield:

: 1122-91-4
4-bromo-benzaldehyde

: 1354810-75-5
4'-[(S)-3-[(E)-hydroxyimino]-3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-1-o-tolyl-propyl]-biphenyl-4-carboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1: morpholine / Reflux

2: 2-methyltetrahydrofuran / 20 °C

3: acetic acid; sulfuric acid / 15 h / 110 °C

4: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / N,N-dimethyl-formamide

5: n-butyllithium / tetrahydrofuran / -78 °C

6: hydrogenchloride; water / 1,4-dioxane / 1.5 h / 100 °C

7: potassium carbonate / N,N-dimethyl acetamide

8: hydroxylamine hydrochloride; sodium acetate / ethanol; water / Reflux

9: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; 1,4-dioxane

With morpholine; hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; n-butyllithium; sulfuric acid; hydroxylamine hydrochloride; water; sodium acetate; sodium carbonate; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; triethylamine; In tetrahydrofuran; 2-methyltetrahydrofuran; 1,4-dioxane; ethanol; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; 9: |Suzuki Coupling;
DOI:10.1016/j.bmcl.2013.06.017

Reference yield:

: 1354808-42-6
ethyl 3-(4-bromophenyl)-2-cyano-3-o-tolylpropanoate

: 1354810-75-5
4'-[(S)-3-[(E)-hydroxyimino]-3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-1-o-tolyl-propyl]-biphenyl-4-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: acetic acid; sulfuric acid / 15 h / 110 °C

2: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / N,N-dimethyl-formamide

3: n-butyllithium / tetrahydrofuran / -78 °C

4: hydrogenchloride; water / 1,4-dioxane / 1.5 h / 100 °C

5: potassium carbonate / N,N-dimethyl acetamide

6: hydroxylamine hydrochloride; sodium acetate / ethanol; water / Reflux

7: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; 1,4-dioxane

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; n-butyllithium; sulfuric acid; hydroxylamine hydrochloride; water; sodium acetate; sodium carbonate; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; 7: |Suzuki Coupling;
DOI:10.1016/j.bmcl.2013.06.017