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

Base Information

• Chemical Name: [4-(2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenethyl}-4-methoxyphenyl)-3-methoxyphenyl]methanol
• CAS No.: 208399-71-7
• Molecular Formula: C₃₃H₃₄O₇
• Molecular Weight: 542.629

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

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

Chemical Property:

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

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

methyl 4-(2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenethyl}-4-methoxyphenyl)-3-methoxybenzoate (208399-70-6) → [4-(2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenethyl}-4-methoxyphenyl)-3-methoxyphenyl]methanol (208399-71-7)

Guidance literature:

With lithium aluminium tetrahydride; ammonium chloride; Yield given. Multistep reaction; 1.) diethyl ether, 5 h, reflux;

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) → [4-(2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenethyl}-4-methoxyphenyl)-3-methoxyphenyl]methanol (208399-71-7)

Guidance literature:

Multi-step reaction with 7 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

7: 1.) LiAlH₄; 2.) satd. NH₄Cl / 1.) diethyl ether, 5 h, reflux

With pyridine; potassium phosphate; palladium on activated charcoal; N-Bromosuccinimide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 18-crown-6 ether; hydrogen; potassium carbonate; ammonium chloride; 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) → [4-(2-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenethyl}-4-methoxyphenyl)-3-methoxyphenyl]methanol (208399-71-7)

Guidance literature:

Multi-step reaction with 7 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

7: 1.) LiAlH₄; 2.) satd. NH₄Cl / 1.) diethyl ether, 5 h, reflux

With hydrogenchloride; potassium phosphate; palladium on activated charcoal; N-Bromosuccinimide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 18-crown-6 ether; boric acid tributyl ester; hydrogen; potassium carbonate; ammonium chloride; 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-{4-[5-(1,3-dioxolan-2-yl)-2-methoxyphenoxy]phenethyl}-4-methoxyphenyl)-3-methoxybenzoate

4-hydroxy-3-methoxybenzoic acid methyl ester

4-bromo-3-methylanisole

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

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