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

Base Information

• Chemical Name: methyl (4'-{[3-(allyloxy)-2-formyl-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetate
• CAS No.: 873011-30-4
• Molecular Formula: C₂₇H₂₃F₃O₅
• Molecular Weight: 484.472
• Mol file: 873011-30-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 14 articles about methyl (4'-{[3-(allyloxy)-2-formyl-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetate 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: 84.0%

methyl (4'-{[2-(dimethoxymethyl)-3-(methoxymethoxy)-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetate (873011-29-1) + allyl bromide (106-95-6) → methyl (4'-{[3-(allyloxy)-2-formyl-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetate (873011-30-4)

Guidance literature:

methyl (4'-{[2-(dimethoxymethyl)-3-(methoxymethoxy)-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetate; With water; toluene-4-sulfonic acid; In acetone; at 20 ℃; for 14h;

allyl bromide; With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 2h;

Reference yield:

C24H19F3O5 + allyl bromide (106-95-6) → methyl (4'-{[3-(allyloxy)-2-formyl-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetate (873011-30-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 2h;

Reference yield:

(4-bromo-phenyl)-acetic acid methyl ester (41841-16-1) → methyl (4'-{[3-(allyloxy)-2-formyl-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetate (873011-30-4)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; toluene; ethyl acetate / Reflux

2: boron trichloride; tetra-(n-butyl)ammonium iodide / dichloromethane / -78 - 20 °C

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

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

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

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tributylphosphine; boron trichloride; tetra-(n-butyl)ammonium iodide; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; 1: |Suzuki Coupling / 3: |Mitsunobu Displacement;

DOI:10.1016/j.bmcl.2015.07.047

upstream raw materials:

allyl bromide

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

2-hydroxy-3-(trifluoromethyl)benzaldehyde

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

Downstream raw materials:

tert-butyl 2-hydroxy-6-[({4'-[(methoxycarbonyl)methyl]-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