5-(2-acetoxy-3,6-dimethoxy-4,5-dimethylphenyl)-3-methylpent-2-enoic acid

Base Information

Chemical Name:5-(2-acetoxy-3,6-dimethoxy-4,5-dimethylphenyl)-3-methylpent-2-enoic acid
CAS No.:783332-92-3
Molecular Formula:C₁₉H₂₆O₆
Molecular Weight:350.412
Hs Code.:

Synonyms:5-(2-acetoxy-3,6-dimethoxy-4,5-dimethylphenyl)-3-methylpent-2-enoic acid

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Chemical Property of 5-(2-acetoxy-3,6-dimethoxy-4,5-dimethylphenyl)-3-methylpent-2-enoic acid

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Technology Process of 5-(2-acetoxy-3,6-dimethoxy-4,5-dimethylphenyl)-3-methylpent-2-enoic acid

There total 6 articles about 5-(2-acetoxy-3,6-dimethoxy-4,5-dimethylphenyl)-3-methylpent-2-enoic acid 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: 80.0%

: 5927-18-4
trimethyl phosphonoacetate

: 783332-91-2
acetic acid 2,5-dimethoxy-3,4-dimethyl-6-(3-oxobutyl)phenyl ester

: 783332-92-3
5-(2-acetoxy-3,6-dimethoxy-4,5-dimethylphenyl)-3-methylpent-2-enoic acid

Guidance literature:: trimethyl phosphonoacetate; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 2h;

acetic acid 2,5-dimethoxy-3,4-dimethyl-6-(3-oxobutyl)phenyl ester; In tetrahydrofuran; at 40 ℃; for 18h;
DOI:10.1021/ja048078t

Reference yield:

: 39021-83-5
3,6-dimethoxy-o-xylene

: 783332-92-3
5-(2-acetoxy-3,6-dimethoxy-4,5-dimethylphenyl)-3-methylpent-2-enoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / bromine / acetic acid / 0.17 h

2.1: n-BuLi / tetrahydrofuran / -78 °C

2.2: 74 percent / t-BuOOLi / tetrahydrofuran; toluene / 2 h / 0 °C

3.1: 70 percent / trimethyl orthoformate; H₂SO₄ / methanol

4.1: 90 percent / aq. HCl / acetone / Heating

5.1: 98 percent / triethylamine / tetrahydrofuran / 20 h / 20 °C

6.1: NaH / tetrahydrofuran / 2 h / 20 °C

6.2: 80 percent / tetrahydrofuran / 18 h / 40 °C

With hydrogenchloride; n-butyllithium; sulfuric acid; bromine; sodium hydride; triethylamine; trimethyl orthoformate; In tetrahydrofuran; methanol; acetic acid; acetone;
DOI:10.1021/ja048078t

Reference yield:

: 66890-58-2
2,5-dimethoxy-3,4-dimethylphenol

: 783332-92-3
5-(2-acetoxy-3,6-dimethoxy-4,5-dimethylphenyl)-3-methylpent-2-enoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 70 percent / trimethyl orthoformate; H₂SO₄ / methanol

2.1: 90 percent / aq. HCl / acetone / Heating

3.1: 98 percent / triethylamine / tetrahydrofuran / 20 h / 20 °C

4.1: NaH / tetrahydrofuran / 2 h / 20 °C

4.2: 80 percent / tetrahydrofuran / 18 h / 40 °C

With hydrogenchloride; sulfuric acid; sodium hydride; triethylamine; trimethyl orthoformate; In tetrahydrofuran; methanol; acetone;
DOI:10.1021/ja048078t