methyl 4-(2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenethyl}-4-methoxyphenyl)-3-methoxybenzoate

Base Information

• Chemical Name: methyl 4-(2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenethyl}-4-methoxyphenyl)-3-methoxybenzoate
• CAS No.: 208399-70-6
• Molecular Formula: C₃₄H₃₄O₈
• Molecular Weight: 570.639
• Mol file: 208399-70-6.mol

Synonyms:methyl 4-(2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenethyl}-4-methoxyphenyl)-3-methoxybenzoate

Chemical Property of methyl 4-(2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenethyl}-4-methoxyphenyl)-3-methoxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-(2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenethyl}-4-methoxyphenyl)-3-methoxybenzoate

There total 15 articles about methyl 4-(2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenethyl}-4-methoxyphenyl)-3-methoxybenzoate 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%

methyl 4-{2-[2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenyl}-1-ethenyl]-4-methoxyphenyl}-3-methoxybenzoate (208399-69-3) → methyl 4-(2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenethyl}-4-methoxyphenyl)-3-methoxybenzoate (208399-70-6)

Guidance literature:

With palladium on activated charcoal; hydrogen; triethylamine; In ethyl acetate; for 18h; under 3750.3 Torr;

DOI:10.1002/(SICI)1099-0690(199805)1998:5<877::AID-EJOC877>3.0.CO;2-S

Reference yield:

4-hydroxy-3-methoxybenzoic acid methyl ester (3943-74-6) → methyl 4-(2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenethyl}-4-methoxyphenyl)-3-methoxybenzoate (208399-70-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 95 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: 93 percent / Pd(PPh₃)4, K₃PO₄*H₂O / dimethylformamide / 2 h / 100 °C

3: NBS, AIB₄ / CCl₄ / 2 h / Heating

4: acetonitrile / 2 h / Heating

5: 85 percent / K₂CO₃, 18-crown-6 / CH₂Cl₂ / 24 h / Heating

6: 93 percent / 5percent Pd/C, H₂, triethylamine / ethyl acetate / 18 h / 3750.3 Torr

With pyridine; potassium phosphate; palladium on activated charcoal; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 18-crown-6 ether; hydrogen; potassium carbonate; triethylamine; In tetrachloromethane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/(SICI)1099-0690(199805)1998:5<877::AID-EJOC877>3.0.CO;2-S

Reference yield:

4-bromo-3-methylanisole (27060-75-9) → methyl 4-(2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenethyl}-4-methoxyphenyl)-3-methoxybenzoate (208399-70-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) tributyl borate, Mg; 2.) 10percent HCl / 1.) THF, diethyl ether, -60 deg C, 12 h, 20 deg C; 2.) 30 min

2: 93 percent / Pd(PPh₃)4, K₃PO₄*H₂O / dimethylformamide / 2 h / 100 °C

3: NBS, AIB₄ / CCl₄ / 2 h / Heating

4: acetonitrile / 2 h / Heating

5: 85 percent / K₂CO₃, 18-crown-6 / CH₂Cl₂ / 24 h / Heating

6: 93 percent / 5percent Pd/C, H₂, triethylamine / ethyl acetate / 18 h / 3750.3 Torr

With hydrogenchloride; potassium phosphate; palladium on activated charcoal; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 18-crown-6 ether; boric acid tributyl ester; hydrogen; potassium carbonate; magnesium; triethylamine; In tetrachloromethane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/(SICI)1099-0690(199805)1998:5<877::AID-EJOC877>3.0.CO;2-S

upstream raw materials:

methyl 4-{2-[2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenyl}-1-ethenyl]-4-methoxyphenyl}-3-methoxybenzoate

4-hydroxy-3-methoxybenzoic acid methyl ester

4-bromo-3-methylanisole

methyl 4-(5'-formyl-2'-methoxyphenoxy)benzoate

Downstream raw materials:

[4-(2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenethyl}-4-methoxyphenyl)-3-methoxyphenyl]methanol