3-[7-Chloro-2-(4-methoxy-benzyl)-3-methyl-4-(1-methyl-1-trimethylsilanyl-ethoxy)-benzofuran-5-yl]-propionic acid

Base Information

• Chemical Name: 3-[7-Chloro-2-(4-methoxy-benzyl)-3-methyl-4-(1-methyl-1-trimethylsilanyl-ethoxy)-benzofuran-5-yl]-propionic acid
• CAS No.: 120034-25-5
• Molecular Formula: C₂₆H₃₃ClO₅Si
• Molecular Weight: 489.084
• Mol file: 120034-25-5.mol

Synonyms:3-[7-Chloro-2-(4-methoxy-benzyl)-3-methyl-4-(1-methyl-1-trimethylsilanyl-ethoxy)-benzofuran-5-yl]-propionic acid

Chemical Property of 3-[7-Chloro-2-(4-methoxy-benzyl)-3-methyl-4-(1-methyl-1-trimethylsilanyl-ethoxy)-benzofuran-5-yl]-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[7-Chloro-2-(4-methoxy-benzyl)-3-methyl-4-(1-methyl-1-trimethylsilanyl-ethoxy)-benzofuran-5-yl]-propionic acid

There total 9 articles about 3-[7-Chloro-2-(4-methoxy-benzyl)-3-methyl-4-(1-methyl-1-trimethylsilanyl-ethoxy)-benzofuran-5-yl]-propionic 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:

3-[7-Chloro-2-(4-methoxy-benzyl)-3-methyl-4-(1-methyl-1-trimethylsilanyl-ethoxy)-benzofuran-5-yl]-propan-1-ol (120034-24-4) → 3-[7-Chloro-2-(4-methoxy-benzyl)-3-methyl-4-(1-methyl-1-trimethylsilanyl-ethoxy)-benzofuran-5-yl]-propionic acid (120034-25-5)

Guidance literature:

With jones reagent; In acetone; at 0 ℃;

DOI:10.1021/jm00126a008

Reference yield:

3-chloro-5-tert-butyl-2,6-dihydroxyacetophenone (120034-10-8) → 3-[7-Chloro-2-(4-methoxy-benzyl)-3-methyl-4-(1-methyl-1-trimethylsilanyl-ethoxy)-benzofuran-5-yl]-propionic acid (120034-25-5)

Guidance literature:

Multi-step reaction with 8 steps

2: 81 percent / ZnI₂, NaCNBH₄ / 1,2-dichloro-ethane / 6 h / Heating

3: 58 percent / AlCl₃ / CH₂Cl₂; various solvent(s) / 1 h / 0 °C

4: 1.94 g / K₂CO₃ / acetone / 20 h / Heating

5: 1.5 g / various solvent(s) / 6 h / Heating

6: 410 mg / Et₃N, (dimethylamino)pyridine / CH₂Cl₂ / 20 h / Ambient temperature

7: 1.) BH₃, 2.) trimethylamine N-oxide / 1.a) THF, -78 deg C, 1 h, b) r.t., 1 h, 2.) reflux, 3 h

8: Jones reagent / acetone / 0 °C

With dmap; aluminium trichloride; jones reagent; trimethylamine-N-oxide; borane; sodium cyanoborohydride; potassium carbonate; triethylamine; zinc(II) iodide; In dichloromethane; 1,2-dichloro-ethane; acetone;

DOI:10.1021/jm00126a008

Reference yield:

4-hydroxy-7-chloro-2-<(4'-methoxyphenyl)methyl>-3-methylbenzofuran (120034-16-4) → 3-[7-Chloro-2-(4-methoxy-benzyl)-3-methyl-4-(1-methyl-1-trimethylsilanyl-ethoxy)-benzofuran-5-yl]-propionic acid (120034-25-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.94 g / K₂CO₃ / acetone / 20 h / Heating

2: 1.5 g / various solvent(s) / 6 h / Heating

3: 410 mg / Et₃N, (dimethylamino)pyridine / CH₂Cl₂ / 20 h / Ambient temperature

4: 1.) BH₃, 2.) trimethylamine N-oxide / 1.a) THF, -78 deg C, 1 h, b) r.t., 1 h, 2.) reflux, 3 h

5: Jones reagent / acetone / 0 °C

With dmap; jones reagent; trimethylamine-N-oxide; borane; potassium carbonate; triethylamine; In dichloromethane; acetone;

DOI:10.1021/jm00126a008

upstream raw materials:

3-[7-Chloro-2-(4-methoxy-benzyl)-3-methyl-4-(1-methyl-1-trimethylsilanyl-ethoxy)-benzofuran-5-yl]-propan-1-ol

3-chloro-5-tert-butyl-2,6-dihydroxyacetophenone

4-hydroxy-7-chloro-2-<(4'-methoxyphenyl)methyl>-3-methylbenzofuran

5-allyl-4-hydroxy-7-chloro-2-<(4'-methoxyphenyl)methyl>-3-methylbenzofuran

Downstream raw materials:

4-hydroxy-5-(carboxyethyl)-7-chloro-2-<(4'-methoxyphenyl)methyl>-3-methylbenzofuran