Acetic acid 3-[2-(4-benzyloxy-3-methoxy-phenyl)-7-methoxy-benzofuran-5-yl]-propyl ester

Base Information

• Chemical Name: Acetic acid 3-[2-(4-benzyloxy-3-methoxy-phenyl)-7-methoxy-benzofuran-5-yl]-propyl ester
• CAS No.: 135040-87-8
• Molecular Formula: C₂₈H₂₈O₆
• Molecular Weight: 460.527

Synonyms:Acetic acid 3-[2-(4-benzyloxy-3-methoxy-phenyl)-7-methoxy-benzofuran-5-yl]-propyl ester

Chemical Property of Acetic acid 3-[2-(4-benzyloxy-3-methoxy-phenyl)-7-methoxy-benzofuran-5-yl]-propyl ester

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Technology Process of Acetic acid 3-[2-(4-benzyloxy-3-methoxy-phenyl)-7-methoxy-benzofuran-5-yl]-propyl ester

There total 12 articles about Acetic acid 3-[2-(4-benzyloxy-3-methoxy-phenyl)-7-methoxy-benzofuran-5-yl]-propyl 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: 90.0%

acetic anhydride (108-24-7) + 5-(3-hydroxypropyl)-7-methoxy-2-(3'-methoxy-4'-(benzyloxy)phenyl)benzofuran (135040-86-7) → Acetic acid 3-[2-(4-benzyloxy-3-methoxy-phenyl)-7-methoxy-benzofuran-5-yl]-propyl ester (135040-87-8)

Guidance literature:

With pyridine;

DOI:10.1016/S0040-4039(00)78908-8

Reference yield:

5-(2-(methoxycarbonyl)trans-ethenyl)-7-methoxy-2-(3'-methoxy-4'-(benzyloxy)phenyl)benzofuran (144735-55-7) → Acetic acid 3-[2-(4-benzyloxy-3-methoxy-phenyl)-7-methoxy-benzofuran-5-yl]-propyl ester (135040-87-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / LiAlH₄ / tetrahydrofuran / 4 h / Ambient temperature

2: 80 percent / pyridine / 18 h / Ambient temperature

With pyridine; lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1021/jo00052a046

Reference yield:

vanillin (121-33-5,8014-42-4) → Acetic acid 3-[2-(4-benzyloxy-3-methoxy-phenyl)-7-methoxy-benzofuran-5-yl]-propyl ester (135040-87-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / Br₂, HOAc / 1 h / Ambient temperature

2: 98 percent / pyrrolidine / pyridine / 6 h / 100 °C

3: 1) CuSO₄*H₂O, NH₄OH, NH₂OH*HCl, 2) pyridine / 1) THF, EtOH, 2) 115 deg C, 20 h

4: 72 percent / LiAlH₄ / tetrahydrofuran / 4 h / Ambient temperature

5: 80 percent / pyridine / 18 h / Ambient temperature

With pyrrolidine; pyridine; ammonium hydroxide; lithium aluminium tetrahydride; hydroxylamine hydrochloride; bromine; copper(II) sulfate; acetic acid; In tetrahydrofuran; pyridine;

DOI:10.1021/jo00052a046

upstream raw materials:

acetic anhydride

5-(3-hydroxypropyl)-7-methoxy-2-(3'-methoxy-4'-(benzyloxy)phenyl)benzofuran

cuprous (4-benzyloxy-3-methoxy)phenyl acetylide

4-(3-acetoxypropyl)-2-methoxy-6-bromophenol

Downstream raw materials:

5-(3-hydroxypropyl)-7-methoxy-3-methyl-2-(3'-methoxy-4'-hydroxyphenyl)benzofuran

2-(3-methoxy-4-hydroxyphenyl)-3-methoxycarbonyl-5-(3-hydroxypropyl)-7-methoxybenzo[b]furan

3-cyano-5-(3-hydroxypropyl)-7-methoxy-2-(3'-methoxy-4'-hydroxyphenyl)benzofuran

3-nitro-5-(3-hydroxypropyl)-7-methoxy-2-(3'-methoxy-4'-hydroxyphenyl)benzofuran

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