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

Base Information

• Chemical Name: tert-butyl 2-hydroxy-6-[({4'-[(methoxycarbonyl)methyl]-1,1'-biphenyl-4-yl}oxy)methyl]-3-(trifluoromethyl)benzoate
• CAS No.: 873011-31-5
• Molecular Formula: C₂₈H₂₇F₃O₆
• Molecular Weight: 516.514
• Mol file: 873011-31-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 16 articles about tert-butyl 2-hydroxy-6-[({4'-[(methoxycarbonyl)methyl]-1,1'-biphenyl-4-yl}oxy)methyl]-3-(trifluoromethyl)benzoate 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: 59.0%

methyl (4'-{[3-(allyloxy)-2-formyl-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetate (873011-30-4) + N,N-dimethylformamide di-tert-butyl acetal (36805-97-7) → tert-butyl 2-hydroxy-6-[({4'-[(methoxycarbonyl)methyl]-1,1'-biphenyl-4-yl}oxy)methyl]-3-(trifluoromethyl)benzoate (873011-31-5)

Guidance literature:

methyl (4'-{[3-(allyloxy)-2-formyl-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetate; With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In 1,4-dioxane; water; tert-butyl alcohol; at 20 ℃; for 4h;

With hydrogenchloride; sodium thiosulfate; In 1,4-dioxane; water; tert-butyl alcohol;

N,N-dimethylformamide di-tert-butyl acetal; With pyrrolidine; water; tetrakis(triphenylphosphine) palladium⁽⁰⁾; more than 3 stages;

Reference yield:

C31H31F3O6 → tert-butyl 2-hydroxy-6-[({4'-[(methoxycarbonyl)methyl]-1,1'-biphenyl-4-yl}oxy)methyl]-3-(trifluoromethyl)benzoate (873011-31-5)

Guidance literature:

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 20 ℃; for 3h;

Reference yield:

2-hydroxy-3-(trifluoromethyl)benzaldehyde (336628-67-2) → tert-butyl 2-hydroxy-6-[({4'-[(methoxycarbonyl)methyl]-1,1'-biphenyl-4-yl}oxy)methyl]-3-(trifluoromethyl)benzoate (873011-31-5)

Guidance literature:

Multi-step reaction with 10 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

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; potassium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; 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

upstream raw materials:

methyl (4'-{[3-(allyloxy)-2-formyl-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetate

N,N-dimethylformamide di-tert-butyl acetal

2-hydroxy-3-(trifluoromethyl)benzaldehyde

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

Downstream raw materials:

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

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