(R)-1-{4'-[5-(1,2-dimethylpropoxycarbonylamino)-1-methyl-1H-pyrazol-4-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid

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Chemical Name:(R)-1-{4'-[5-(1,2-dimethylpropoxycarbonylamino)-1-methyl-1H-pyrazol-4-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid
CAS No.:1396007-20-7
Molecular Formula:C₂₆H₂₉N₃O₄
Molecular Weight:447.534
Hs Code.:

Synonyms:(R)-1-{4'-[5-(1,2-dimethylpropoxycarbonylamino)-1-methyl-1H-pyrazol-4-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid

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Chemical Property of (R)-1-{4'-[5-(1,2-dimethylpropoxycarbonylamino)-1-methyl-1H-pyrazol-4-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid

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Technology Process of (R)-1-{4'-[5-(1,2-dimethylpropoxycarbonylamino)-1-methyl-1H-pyrazol-4-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid

There total 8 articles about (R)-1-{4'-[5-(1,2-dimethylpropoxycarbonylamino)-1-methyl-1H-pyrazol-4-yl]-biphenyl-4-yl}-cyclopropanecarboxylic 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:

: 1402466-17-4
(R)-ethyl 1-(4'-(1-methyl-5-((3-methylbutan-2-yloxy)carbonylamino)-1H-pyrazol-4-yl)biphenyl-4-yl)cyclopropanecarboxylate

: 1396007-20-7
(R)-1-{4'-[5-(1,2-dimethylpropoxycarbonylamino)-1-methyl-1H-pyrazol-4-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid

Guidance literature:: (R)-ethyl 1-(4'-(1-methyl-5-((3-methylbutan-2-yloxy)carbonylamino)-1H-pyrazol-4-yl)biphenyl-4-yl)cyclopropanecarboxylate; With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 50 ℃; for 48h;

With hydrogenchloride; In tetrahydrofuran; water;

Reference yield:

: 598-75-4,1572-93-6
(R)-3-methyl-2-butanol

: 1380587-87-0
1-[4'-(5-amino-1-methyl-1H-pyrazol-4-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester

: 1396007-20-7
(R)-1-{4'-[5-(1,2-dimethylpropoxycarbonylamino)-1-methyl-1H-pyrazol-4-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

1.2: 0.5 h / 20 °C

1.3: 2 h / 20 °C / Inert atmosphere

2.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 48 h / 50 °C

With pyridine; lithium hydroxide monohydrate; water; In tetrahydrofuran; dichloromethane;

Reference yield:

: 1215205-50-7
ethyl 1-(4-bromophenyl)cyclopropane-1-carboxylate

: 1396007-20-7
(R)-1-{4'-[5-(1,2-dimethylpropoxycarbonylamino)-1-methyl-1H-pyrazol-4-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / N,N-dimethyl-formamide / Inert atmosphere

2.1: triethylamine / dichloromethane / -78 - 20 °C / Inert atmosphere

3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 90 °C / Inert atmosphere

4.1: potassium phosphate; palladium diacetate; XPhos / water; toluene / 100 °C / Inert atmosphere; Sealed tube

5.1: triethylamine / dichloromethane; toluene / 0.17 h / 90 °C / Inert atmosphere

5.2: 2 h / 85 °C / Inert atmosphere

6.1: lithium hydroxide / tetrahydrofuran; methanol; water / 30 - 65 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; palladium diacetate; potassium carbonate; triethylamine; lithium hydroxide; XPhos; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1.1: |Suzuki Coupling / 4.1: |Suzuki Coupling;
DOI:10.1021/jm301022v