Carbonic acid, (2E)-5-(2-hydroxy-6-methoxy-4-methylphenyl)-3-methyl-2-pentenyl methyl ester

Base Information

Chemical Name:Carbonic acid, (2E)-5-(2-hydroxy-6-methoxy-4-methylphenyl)-3-methyl-2-pentenyl methyl ester
CAS No.:593251-63-9
Molecular Formula:C16H22O5
Molecular Weight:294.348
Hs Code.:

Synonyms:

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Chemical Property of Carbonic acid, (2E)-5-(2-hydroxy-6-methoxy-4-methylphenyl)-3-methyl-2-pentenyl methyl ester

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Technology Process of Carbonic acid, (2E)-5-(2-hydroxy-6-methoxy-4-methylphenyl)-3-methyl-2-pentenyl methyl ester

There total 9 articles about Carbonic acid, (2E)-5-(2-hydroxy-6-methoxy-4-methylphenyl)-3-methyl-2-pentenyl methyl 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: 100.0%

: 79-22-1
methyl chloroformate

: 783332-51-4
(E)-2-(5-hydroxy-3-methylpent-3-enyl)-3-methoxy-5-methylphenol

: 593251-63-9
(E)-5-(2-hydroxy-6-methoxyphenyl)-3-methylpent-2-enyl methyl carbonate

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃;
DOI:10.1021/ja048078t

Reference yield:

: 4179-19-5
1,3-dimethoxy-5-methylbenzene

: 593251-63-9
(E)-5-(2-hydroxy-6-methoxyphenyl)-3-methylpent-2-enyl methyl carbonate

Guidance literature:: Multi-step reaction with 9 steps

1.1: tetramethylene diamine; n-butyllithium / diethyl ether / 3 h / Heating

1.2: 97 percent / diethyl ether / 2 h / 20 °C

2.1: sodium bis(trimethylsilyl)amine / tetrahydrofuran / 3 h / 20 °C

2.2: 98 percent / tetrahydrofuran / -78 - 20 °C

3.1: 85 percent / rhodium tris(phenylphosphine) chloride / tetrahydrofuran / 20 - 50 °C

4.1: 100 percent / aq. sodium hydroxide; aq. hydrogen peroxide / tetrahydrofuran / 1.5 h / 50 °C

5.1: 97 percent / triphenylphosphine; imidazole; iodine / tetrahydrofuran / 1 h / 20 °C

6.1: zinc chloride; tert-butyllithium / tetrahydrofuran; pentane / 3.5 h / -78 - 20 °C

6.2: Pd(dppf)Cl₂; n-butyllithium / tetrahydrofuran; pentane; hexane / 20 °C

7.1: 78 mg / TBAF / tetrahydrofuran / 1 h

8.1: 87 percent / n-propyllithium thiolate / hexamethylphosphoric acid triamide / 120 °C

9.1: 100 percent / pyridine / CH₂Cl₂ / 0 °C

With pyridine; 1H-imidazole; sodium hydroxide; Wilkinson's catalyst; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; dihydrogen peroxide; iodine; tert.-butyl lithium; sodium hexamethyldisilazane; lithium n-propylmercaptide; triphenylphosphine; zinc(II) chloride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; pentane; 6.2: Negishi coupling;
DOI:10.1021/ja048078t

Reference yield:

: 783332-52-5
1,3-dimethoxy-5-methyl-2-vinylbenzene

: 593251-63-9
(E)-5-(2-hydroxy-6-methoxyphenyl)-3-methylpent-2-enyl methyl carbonate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 85 percent / rhodium tris(phenylphosphine) chloride / tetrahydrofuran / 20 - 50 °C

2.1: 100 percent / aq. sodium hydroxide; aq. hydrogen peroxide / tetrahydrofuran / 1.5 h / 50 °C

3.1: 97 percent / triphenylphosphine; imidazole; iodine / tetrahydrofuran / 1 h / 20 °C

4.1: zinc chloride; tert-butyllithium / tetrahydrofuran; pentane / 3.5 h / -78 - 20 °C

4.2: Pd(dppf)Cl₂; n-butyllithium / tetrahydrofuran; pentane; hexane / 20 °C

5.1: 78 mg / TBAF / tetrahydrofuran / 1 h

6.1: 87 percent / n-propyllithium thiolate / hexamethylphosphoric acid triamide / 120 °C

7.1: 100 percent / pyridine / CH₂Cl₂ / 0 °C

With pyridine; 1H-imidazole; sodium hydroxide; Wilkinson's catalyst; tetrabutyl ammonium fluoride; dihydrogen peroxide; iodine; tert.-butyl lithium; lithium n-propylmercaptide; triphenylphosphine; zinc(II) chloride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; pentane; 4.2: Negishi coupling;
DOI:10.1021/ja048078t