methyl (6-{[4'-(benzyloxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-2,3-dihydro-1-benzofuran-3-yl)acetate

Base Information

• Chemical Name: methyl (6-{[4'-(benzyloxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-2,3-dihydro-1-benzofuran-3-yl)acetate
• CAS No.: 805249-07-4
• Molecular Formula: C₃₃H₃₂O₅
• Molecular Weight: 508.614
• Mol file: 805249-07-4.mol

Synonyms:methyl (6-{[4'-(benzyloxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-2,3-dihydro-1-benzofuran-3-yl)acetate

Chemical Property of methyl (6-{[4'-(benzyloxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-2,3-dihydro-1-benzofuran-3-yl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (6-{[4'-(benzyloxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-2,3-dihydro-1-benzofuran-3-yl)acetate

There total 9 articles about methyl (6-{[4'-(benzyloxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-2,3-dihydro-1-benzofuran-3-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: 93.0%

[4'-(benzyloxy)-2',6'-dimethylbiphenyl-3-yl]methanol (805250-49-1) + (6-hydroxy-2,3-dihydro-benzofuran-3-yl)-acetic acid methyl ester (805250-17-3,1234474-58-8) → methyl (6-{[4'-(benzyloxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-2,3-dihydro-1-benzofuran-3-yl)acetate (805249-07-4)

Guidance literature:

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

DOI:10.1021/jm2012968

Reference yield:

(6-hydroxy-benzofuran-3-yl)-acetic acid methyl ester (726174-52-3) → methyl (6-{[4'-(benzyloxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-2,3-dihydro-1-benzofuran-3-yl)acetate (805249-07-4)

Guidance literature:

Multi-step reaction with 2 steps

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

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

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

DOI:10.1021/jm2012968

Reference yield:

4'-(benzyloxy)-2',6'-dimethylbiphenyl-3-carbaldehyde (805250-48-0) → methyl (6-{[4'-(benzyloxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-2,3-dihydro-1-benzofuran-3-yl)acetate (805249-07-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate / tetrahydrofuran; 1,2-dimethoxyethane / 0 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 20 °C

With sodium tetrahydroborate; tributylphosphine; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; 1,2-dimethoxyethane; toluene; 2.1: Mitsunobu reaction;

DOI:10.1021/jm2012968

upstream raw materials:

(6-hydroxy-benzofuran-3-yl)-acetic acid methyl ester

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

4’-hydroxy-2’,6’-dimethyl-3-biphenylcarbaldehyde

[4'-(benzyloxy)-2',6'-dimethylbiphenyl-3-yl]methanol

Downstream raw materials:

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