(4'-{[2-(tert-Butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetic acid

Base Information

• Chemical Name: (4'-{[2-(tert-Butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetic acid
• CAS No.: 873010-88-9
• Molecular Formula: C₂₇H₂₅F₃O₆
• Molecular Weight: 502.487
• Mol file: 873010-88-9.mol

Synonyms:(4'-{[2-(tert-Butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetic acid

Chemical Property of (4'-{[2-(tert-Butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4'-{[2-(tert-Butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetic acid

There total 16 articles about (4'-{[2-(tert-Butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetic 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: 82.0%

tert-butyl 2-hydroxy-6-[({4'-[(methoxycarbonyl)methyl]-1,1'-biphenyl-4-yl}oxy)methyl]-3-(trifluoromethyl)benzoate (873011-31-5) → (4'-{[2-(tert-Butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetic acid (873010-88-9)

Guidance literature:

With sodium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 10h;

Reference yield:

2-hydroxy-3-(trifluoromethyl)benzaldehyde (336628-67-2) → (4'-{[2-(tert-Butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetic acid (873010-88-9)

Guidance literature:

Multi-step reaction with 11 steps

1.1: CSA / methanol / 50 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

3.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / diethyl ether / -30 - 20 °C

3.2: -30 °C

4.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 0 - 20 °C

5.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / tetrahydrofuran / 20 °C

6.1: toluene-4-sulfonic acid / acetone / 20 °C

7.1: potassium carbonate / N,N-dimethyl-formamide / 50 °C

8.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 20 °C

9.1: toluene / Reflux

10.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyrrolidine / N,N-dimethyl-formamide / 20 °C

11.1: water; sodium hydroxide / tetrahydrofuran; methanol

With pyrrolidine; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 2-methyl-but-2-ene; N,N,N,N,-tetramethylethylenediamine; tributylphosphine; water; potassium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; 5.1: |Mitsunobu Displacement;

DOI:10.1016/j.bmcl.2015.07.047

Reference yield:

1-(dimethoxymethyl)-2-(methoxymethoxy)-3-(trifluoromethyl)benzene (873005-77-7) → (4'-{[2-(tert-Butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetic acid (873010-88-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / diethyl ether / -30 - 20 °C

1.2: -30 °C

2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 0 - 20 °C

3.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / tetrahydrofuran / 20 °C

4.1: toluene-4-sulfonic acid / acetone / 20 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 50 °C

6.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 20 °C

7.1: toluene / Reflux

8.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyrrolidine / N,N-dimethyl-formamide / 20 °C

9.1: water; sodium hydroxide / tetrahydrofuran; methanol

With pyrrolidine; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 2-methyl-but-2-ene; N,N,N,N,-tetramethylethylenediamine; tributylphosphine; water; potassium carbonate; toluene-4-sulfonic acid; sodium hydroxide; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; methanol; diethyl ether; water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; 3.1: |Mitsunobu Displacement;

DOI:10.1016/j.bmcl.2015.07.047

upstream raw materials:

tert-butyl 2-hydroxy-6-[({4'-[(methoxycarbonyl)methyl]-1,1'-biphenyl-4-yl}oxy)methyl]-3-(trifluoromethyl)benzoate

2-hydroxy-3-(trifluoromethyl)benzaldehyde

1-(dimethoxymethyl)-2-(methoxymethoxy)-3-(trifluoromethyl)benzene

2-(dimethoxymethyl)-3-(methoxymethoxy)-4-(trifluoromethyl)benzaldehyde