(+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-hydroxyphenyl)methanone

Base Information

• Chemical Name: (+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-hydroxyphenyl)methanone
• CAS No.: 516509-29-8
• Molecular Formula: C₃₅H₃₆O₄Si
• Molecular Weight: 548.754
• Mol file: 516509-29-8.mol

Synonyms:(+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-hydroxyphenyl)methanone

Chemical Property of (+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-hydroxyphenyl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-hydroxyphenyl)methanone

There total 7 articles about (+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-hydroxyphenyl)methanone 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:

(+/-)-γ-hydroxy-γ-methylbutyric acid methylester (126252-14-0) → (+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-hydroxyphenyl)methanone (516509-29-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / 1H-imidazole; DMAP / CH₂Cl₂ / 18 h / 0 - 20 °C

2: 99 percent / KOH / ethanol; H₂O / 14 h / 20 °C

3: DCC; DMAP / CH₂Cl₂ / 14 h / 20 °C

4: Et₃N / dioxane / Heating

5: 72 percent / SnCl₄ / CH₂Cl₂ / 5 h / 0 °C

6: 77 percent / NaSEt / dimethylformamide / 17 h / 70 °C

With 1H-imidazole; dmap; potassium hydroxide; triethylamine; dicyclohexyl-carbodiimide; sodium thioethylate; tin(IV) chloride; In 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 4: intramolecular Wittig cyclization / 5: Friedel-Crafts acylation;

DOI:10.1002/1522-2675(200209)85:9<2990::AID-HLCA2990>3.0.CO;2-R

Reference yield:

(2-hydroxybenzyl)triphenylphosphonium bromide (70340-04-4) → (+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-hydroxyphenyl)methanone (516509-29-8)

Guidance literature:

Multi-step reaction with 4 steps

1: DCC; DMAP / CH₂Cl₂ / 14 h / 20 °C

2: Et₃N / dioxane / Heating

3: 72 percent / SnCl₄ / CH₂Cl₂ / 5 h / 0 °C

4: 77 percent / NaSEt / dimethylformamide / 17 h / 70 °C

With dmap; triethylamine; dicyclohexyl-carbodiimide; sodium thioethylate; tin(IV) chloride; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 2: intramolecular Wittig cyclization / 3: Friedel-Crafts acylation;

DOI:10.1002/1522-2675(200209)85:9<2990::AID-HLCA2990>3.0.CO;2-R

Reference yield:

(+/-)-4-{[(tert-butyl)diphenylsilyl]oxy}pentanoic acid (87305-75-7) → (+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-hydroxyphenyl)methanone (516509-29-8)

Guidance literature:

Multi-step reaction with 4 steps

1: DCC; DMAP / CH₂Cl₂ / 14 h / 20 °C

2: Et₃N / dioxane / Heating

3: 72 percent / SnCl₄ / CH₂Cl₂ / 5 h / 0 °C

4: 77 percent / NaSEt / dimethylformamide / 17 h / 70 °C

With dmap; triethylamine; dicyclohexyl-carbodiimide; sodium thioethylate; tin(IV) chloride; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 2: intramolecular Wittig cyclization / 3: Friedel-Crafts acylation;

DOI:10.1002/1522-2675(200209)85:9<2990::AID-HLCA2990>3.0.CO;2-R

upstream raw materials:

(+/-)-γ-hydroxy-γ-methylbutyric acid methylester

(2-hydroxybenzyl)triphenylphosphonium bromide

(+/-)-4-{[(tert-butyl)diphenylsilyl]oxy}pentanoic acid

tert-butylchlorodiphenylsilane

Downstream raw materials:

(+/-)-(4-{2-[benzyl(ethyl)amino]ethoxy}-3,5-diiodophenyl)[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl]methanone

(+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl]{4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl}methanone

(+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl]{4-[2-(ethylamino)ethoxy]-3,5-diiodophenyl}methanone

(+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-hydroxy-3,5-diiodophenyl)methanone