4-(4-methoxy-3-(4-(5-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)phenoxy)phenethyl)-2-(methoxymethoxy)phenyl trifluoromethanesulfonate

Base Information

• Chemical Name: 4-(4-methoxy-3-(4-(5-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)phenoxy)phenethyl)-2-(methoxymethoxy)phenyl trifluoromethanesulfonate
• CAS No.: 1448000-75-6
• Molecular Formula: C₃₉H₄₄BF₃O₁₀S
• Molecular Weight: 772.645

Synonyms:4-(4-methoxy-3-(4-(5-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)phenoxy)phenethyl)-2-(methoxymethoxy)phenyl trifluoromethanesulfonate

Chemical Property of 4-(4-methoxy-3-(4-(5-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)phenoxy)phenethyl)-2-(methoxymethoxy)phenyl trifluoromethanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-methoxy-3-(4-(5-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)phenoxy)phenethyl)-2-(methoxymethoxy)phenyl trifluoromethanesulfonate

There total 16 articles about 4-(4-methoxy-3-(4-(5-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)phenoxy)phenethyl)-2-(methoxymethoxy)phenyl trifluoromethanesulfonate 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: 81.0%

4-(3-(4-(2-bromo-5-methoxyphenethyl)phenoxy)-4-methoxyphenethyl)-2-(methoxymethoxy)phenyl trifluoromethanesulfonate (1448000-74-5) + bis(pinacol)diborane (73183-34-3) → 4-(4-methoxy-3-(4-(5-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)phenoxy)phenethyl)-2-(methoxymethoxy)phenyl trifluoromethanesulfonate (1448000-75-6)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 12h;

DOI:10.1016/j.tet.2013.06.064

Reference yield:

methyl 3-(4'-formylphenoxy)-4-methoxybenzoate (135303-87-6) → 4-(4-methoxy-3-(4-(5-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)phenoxy)phenethyl)-2-(methoxymethoxy)phenyl trifluoromethanesulfonate (1448000-75-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C

1.2: 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C

3.1: toluene / 2 h / 0 °C

4.1: benzene / 24 h / 100 °C

5.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C

5.2: 24 h / 0 °C

6.1: toluene-4-sulfonic acid hydrazide; sodium hydrogencarbonate / 2-ethoxy-ethanol / 3 h / 135 °C

7.1: 10 wt% Pd(OH)2 on carbon; hydrogen / chloroform; methanol / 0.17 h / 20 °C

8.1: dmap / dichloromethane / 1 h / -78 °C

9.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate / 1,4-dioxane / 12 h / 100 °C

With dmap; potassium phosphate; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 10 wt% Pd(OH)2 on carbon; hydrogen; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; 1,4-dioxane; methanol; 2-ethoxy-ethanol; dichloromethane; chloroform; toluene; benzene; 4.1: |Arbuzov Reaction;

DOI:10.1016/j.tet.2013.06.064

Reference yield:

(E)-methyl 3-(4-(2-bromo-5-methoxystyryl)phenoxy)-4-methoxybenzoate (1448000-67-6) → 4-(4-methoxy-3-(4-(5-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)phenoxy)phenethyl)-2-(methoxymethoxy)phenyl trifluoromethanesulfonate (1448000-75-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C

2.1: toluene / 2 h / 0 °C

3.1: benzene / 24 h / 100 °C

4.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C

4.2: 24 h / 0 °C

5.1: toluene-4-sulfonic acid hydrazide; sodium hydrogencarbonate / 2-ethoxy-ethanol / 3 h / 135 °C

6.1: 10 wt% Pd(OH)2 on carbon; hydrogen / chloroform; methanol / 0.17 h / 20 °C

7.1: dmap / dichloromethane / 1 h / -78 °C

8.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate / 1,4-dioxane / 12 h / 100 °C

With dmap; potassium phosphate; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 10 wt% Pd(OH)2 on carbon; hydrogen; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; 1,4-dioxane; methanol; 2-ethoxy-ethanol; dichloromethane; chloroform; toluene; benzene; 3.1: |Arbuzov Reaction;

DOI:10.1016/j.tet.2013.06.064

upstream raw materials:

methyl 3-(4'-formylphenoxy)-4-methoxybenzoate

2-bromo-5-methoxybenzyl bromide

dimethyl [(2-bromo-5-methoxyphenyl)methyl]phosphonate

(E)-methyl 3-(4-(2-bromo-5-methoxystyryl)phenoxy)-4-methoxybenzoate

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