acetic acid 4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-{4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-methoxy-phenoxy}-phenyl ester

Base Information

• Chemical Name: acetic acid 4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-{4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-methoxy-phenoxy}-phenyl ester
• CAS No.: 848476-26-6
• Molecular Formula: C₃₇H₃₈O₁₀
• Molecular Weight: 642.703

Synonyms:acetic acid 4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-{4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-methoxy-phenoxy}-phenyl ester

Chemical Property of acetic acid 4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-{4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-methoxy-phenoxy}-phenyl ester

Chemical Property:

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Technology Process of acetic acid 4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-{4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-methoxy-phenoxy}-phenyl ester

There total 6 articles about acetic acid 4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-{4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-methoxy-phenoxy}-phenyl ester 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%

acetic anhydride (108-24-7) + 3-(4-benzyloxy-3-{4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-methoxy-phenoxy}-phenyl)-1-(2,4-dimethoxy-phenyl)-propan-1-one (848476-25-5) → acetic acid 4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-{4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-methoxy-phenoxy}-phenyl ester (848476-26-6)

Guidance literature:

With hydrogen; sodium acetate; palladium on activated charcoal; In benzene; for 2h; under 760 Torr;

DOI:10.1016/j.bmcl.2004.12.001

Reference yield:

3-(4-hydroxy-phenyl)-propionic acid ethyl ester (23795-02-0) → acetic acid 4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-{4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-methoxy-phenoxy}-phenyl ester (848476-26-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 85 percent / Br₂ / acetic acid

2.1: 85 percent / K₂CO₃ / ethanol / Heating

3.1: 78 percent / (CuOTf)2PhMe; Cs₂CO₃; pyridine / 110 °C

4.1: 95 percent / aq. NaOH / tetrahydrofuran; methanol / 20 °C

5.1: 94 percent / HBTU; diisopropyl ethyl amine / CH₂Cl₂

6.1: n-BuLi / tetrahydrofuran / 1.5 h / -78 °C

6.2: 87 percent / tetrahydrofuran / -78 °C

7.1: 81 percent / sodium acetate; H₂ / Pd/C / benzene / 2 h / 760 Torr

With pyridine; sodium hydroxide; n-butyllithium; copper(I) trifluoromethanesolfonate toluene complex; hydrogen; bromine; sodium acetate; potassium carbonate; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetic acid; benzene;

DOI:10.1016/j.bmcl.2004.12.001

Reference yield:

ethyl 3-(3-bromo-4-hydroxyphenyl)propanoate (250284-66-3) → acetic acid 4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-{4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-methoxy-phenoxy}-phenyl ester (848476-26-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 85 percent / K₂CO₃ / ethanol / Heating

2.1: 78 percent / (CuOTf)2PhMe; Cs₂CO₃; pyridine / 110 °C

3.1: 95 percent / aq. NaOH / tetrahydrofuran; methanol / 20 °C

4.1: 94 percent / HBTU; diisopropyl ethyl amine / CH₂Cl₂

5.1: n-BuLi / tetrahydrofuran / 1.5 h / -78 °C

5.2: 87 percent / tetrahydrofuran / -78 °C

6.1: 81 percent / sodium acetate; H₂ / Pd/C / benzene / 2 h / 760 Torr

With pyridine; sodium hydroxide; n-butyllithium; copper(I) trifluoromethanesolfonate toluene complex; hydrogen; sodium acetate; potassium carbonate; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; benzene;

DOI:10.1016/j.bmcl.2004.12.001

upstream raw materials:

acetic anhydride

3-(4-benzyloxy-3-{4-[3-(2,4-dimethoxy-phenyl)-3-oxo-propyl]-2-methoxy-phenoxy}-phenyl)-1-(2,4-dimethoxy-phenyl)-propan-1-one

3-(4-hydroxy-phenyl)-propionic acid ethyl ester

ethyl 3-(3-bromo-4-hydroxyphenyl)propanoate

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