Methanone, [2-[3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]butyl]-3-benzofuranyl][4-[2-[eth yl(phenylmethyl)amino]ethoxy]-3,5-diiodophenyl]-

Base Information

• Chemical Name: Methanone, [2-[3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]butyl]-3-benzofuranyl][4-[2-[eth yl(phenylmethyl)amino]ethoxy]-3,5-diiodophenyl]-
• CAS No.: 516509-91-4
• Molecular Formula: C46H49I2NO4Si
• Molecular Weight: 961.794
• Mol file: 516509-91-4.mol

Synonyms:

Chemical Property of Methanone, [2-[3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]butyl]-3-benzofuranyl][4-[2-[eth yl(phenylmethyl)amino]ethoxy]-3,5-diiodophenyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanone, [2-[3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]butyl]-3-benzofuranyl][4-[2-[eth yl(phenylmethyl)amino]ethoxy]-3,5-diiodophenyl]-

There total 12 articles about Methanone, [2-[3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]butyl]-3-benzofuranyl][4-[2-[eth yl(phenylmethyl)amino]ethoxy]-3,5-diiodophenyl]- 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: 99.0%

benzyl(ethyl)(2-iodoethyl)amine (516509-80-1) + (+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-hydroxy-3,5-diiodophenyl)methanone (516509-33-4) → (+/-)-(4-{2-[benzyl(ethyl)amino]ethoxy}-3,5-diiodophenyl)[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl]methanone (516509-91-4)

Guidance literature:

With potassium carbonate; In water; toluene; for 14h; Heating;

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

Reference yield:

(+/-)-γ-hydroxy-γ-methylbutyric acid methylester (126252-14-0) → (+/-)-(4-{2-[benzyl(ethyl)amino]ethoxy}-3,5-diiodophenyl)[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl]methanone (516509-91-4)

Guidance literature:

Multi-step reaction with 8 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

7: 99 percent / AcONa*3H₂O; I₂; NaOH / methanol; H₂O / 14 h

8: 99 percent / K₂CO₃ / toluene; H₂O / 14 h / Heating

With 1H-imidazole; dmap; potassium hydroxide; sodium hydroxide; iodine; sodium acetate; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide; sodium thioethylate; tin(IV) chloride; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 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) → (+/-)-(4-{2-[benzyl(ethyl)amino]ethoxy}-3,5-diiodophenyl)[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl]methanone (516509-91-4)

Guidance literature:

Multi-step reaction with 6 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

5: 99 percent / AcONa*3H₂O; I₂; NaOH / methanol; H₂O / 14 h

6: 99 percent / K₂CO₃ / toluene; H₂O / 14 h / Heating

With dmap; sodium hydroxide; iodine; sodium acetate; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide; sodium thioethylate; tin(IV) chloride; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 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:

benzyl(ethyl)(2-iodoethyl)amine

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

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

N-benzyl-2-(ethylamino)ethanol

Downstream raw materials:

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

Refernces