tert-butyl (5-{[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-1,3-dihydro-2-benzofuran-1-yl)acetate

Base Information

• Chemical Name: tert-butyl (5-{[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-1,3-dihydro-2-benzofuran-1-yl)acetate
• CAS No.: 1359669-90-1
• Molecular Formula: C₃₃H₄₀O₆
• Molecular Weight: 532.677
• Mol file: 1359669-90-1.mol

Synonyms:tert-butyl (5-{[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-1,3-dihydro-2-benzofuran-1-yl)acetate

Chemical Property of tert-butyl (5-{[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-1,3-dihydro-2-benzofuran-1-yl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (5-{[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-1,3-dihydro-2-benzofuran-1-yl)acetate

There total 10 articles about tert-butyl (5-{[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-1,3-dihydro-2-benzofuran-1-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: 75.0%

[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methanol (805250-51-5) + tert-butyl (5-hydroxy-1,3-dihydro-2-benzofuran-1-yl)acetate (1359669-41-2) → tert-butyl (5-{[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-1,3-dihydro-2-benzofuran-1-yl)acetate (1359669-90-1)

Guidance literature:

With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine; In toluene; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jm2012968

Reference yield:

tert-butyl [5-(benzyloxy)-1-hydroxy-1,3-dihydro-2-benzofuran-1-yl]acetate (1359669-78-5) → tert-butyl (5-{[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-1,3-dihydro-2-benzofuran-1-yl)acetate (1359669-90-1)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylsilane; trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C

2: palladium 10% on activated carbon; hydrogen / ethanol / 2 h / 20 °C

3: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 0 - 20 °C / Inert atmosphere

With triethylsilane; tributylphosphine; palladium 10% on activated carbon; hydrogen; trifluoroacetic acid; 1,1'-azodicarbonyl-dipiperidine; In ethanol; dichloromethane; toluene; 3: Mitsunobu reaction;

DOI:10.1021/jm2012968

Reference yield:

tert-butyl [5-(benzyloxy)-1,3-dihydro-2-benzofuran-1-yl]acetate (1359669-80-9) → tert-butyl (5-{[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-1,3-dihydro-2-benzofuran-1-yl)acetate (1359669-90-1)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / ethanol / 2 h / 20 °C

2: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 0 - 20 °C / Inert atmosphere

With tributylphosphine; palladium 10% on activated carbon; hydrogen; 1,1'-azodicarbonyl-dipiperidine; In ethanol; toluene; 2: Mitsunobu reaction;

DOI:10.1021/jm2012968

upstream raw materials:

5-hydroxy-2-benzofuran-1-(3H)-one

5-amino-3H-isobenzofuran-1-one

4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-carbaldehyde

tert-butyl [5-(benzyloxy)-1-hydroxy-1,3-dihydro-2-benzofuran-1-yl]acetate

Downstream raw materials:

(5-{[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-1,3-dihydro-2-benzofuran-1-yl)acetic acid