1-{4'-[3-methyl-5-((R)-1-phenyl-ethoxycarbonylamino)-3H-[1,2,3]triazol-4-yl]biphenyl-4-yl}cyclopropanecarboxylic acid

Base Information

Chemical Name:1-{4'-[3-methyl-5-((R)-1-phenyl-ethoxycarbonylamino)-3H-[1,2,3]triazol-4-yl]biphenyl-4-yl}cyclopropanecarboxylic acid
CAS No.:1396007-76-3
Molecular Formula:C₂₈H₂₆N₄O₄
Molecular Weight:482.539
Hs Code.:

Synonyms:1-{4'-[3-methyl-5-((R)-1-phenyl-ethoxycarbonylamino)-3H-[1,2,3]triazol-4-yl]biphenyl-4-yl}cyclopropanecarboxylic acid

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Chemical Property of 1-{4'-[3-methyl-5-((R)-1-phenyl-ethoxycarbonylamino)-3H-[1,2,3]triazol-4-yl]biphenyl-4-yl}cyclopropanecarboxylic acid

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Technology Process of 1-{4'-[3-methyl-5-((R)-1-phenyl-ethoxycarbonylamino)-3H-[1,2,3]triazol-4-yl]biphenyl-4-yl}cyclopropanecarboxylic acid

There total 9 articles about 1-{4'-[3-methyl-5-((R)-1-phenyl-ethoxycarbonylamino)-3H-[1,2,3]triazol-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:

: 1423697-83-9
C₂₉H₂₈N₄O₄

: 1396007-76-3
1-{4'-[3-methyl-5-((R)-1-phenyl-ethoxycarbonylamino)-3H-[1,2,3]triazol-4-yl]biphenyl-4-yl}cyclopropanecarboxylic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/jm301022v

Reference yield:

: (4-bromo-phenyl)propynoic acid ethyl ester

: 1396007-76-3
1-{4'-[3-methyl-5-((R)-1-phenyl-ethoxycarbonylamino)-3H-[1,2,3]triazol-4-yl]biphenyl-4-yl}cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: benzene / 4 h / Inert atmosphere; Reflux

2: tetrabutyl ammonium fluoride; water / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

3: lithium hydroxide / tetrahydrofuran; water / 3 h / 20 °C / Inert atmosphere

4: diphenyl phosphoryl azide; triethylamine / toluene / 2 h / 90 °C / Inert atmosphere

5: potassium phosphate; palladium diacetate; XPhos / water; toluene / 3 h / 95 °C / Inert atmosphere; Sealed tube

6: lithium hydroxide / tetrahydrofuran; water / 12 h / 20 °C / Inert atmosphere

With potassium phosphate; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; water; palladium diacetate; triethylamine; lithium hydroxide; XPhos; In tetrahydrofuran; water; toluene; benzene; 4: |Curtius Rearrangement / 5: |Suzuki Coupling;
DOI:10.1021/jm301022v

Reference yield:

: 1396008-06-2
5-(4-bromo-phenyl)-1-trimethylsilanylmethyl-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester

: 1396007-76-3
1-{4'-[3-methyl-5-((R)-1-phenyl-ethoxycarbonylamino)-3H-[1,2,3]triazol-4-yl]biphenyl-4-yl}cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: tetrabutyl ammonium fluoride; water / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

2: lithium hydroxide / tetrahydrofuran; water / 3 h / 20 °C / Inert atmosphere

3: diphenyl phosphoryl azide; triethylamine / toluene / 2 h / 90 °C / Inert atmosphere

4: potassium phosphate; palladium diacetate; XPhos / water; toluene / 3 h / 95 °C / Inert atmosphere; Sealed tube

5: lithium hydroxide / tetrahydrofuran; water / 12 h / 20 °C / Inert atmosphere

With potassium phosphate; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; water; palladium diacetate; triethylamine; lithium hydroxide; XPhos; In tetrahydrofuran; water; toluene; 3: |Curtius Rearrangement / 4: |Suzuki Coupling;
DOI:10.1021/jm301022v