1-Cyclohexene-1-carboxylic acid, 3-[(1E)-2-[3,4-dimethoxy-5-(1-methylethyl)phenyl]ethenyl]-3,4,4-trimethyl -6-oxo-, methyl ester

Base Information

• Chemical Name: 1-Cyclohexene-1-carboxylic acid, 3-[(1E)-2-[3,4-dimethoxy-5-(1-methylethyl)phenyl]ethenyl]-3,4,4-trimethyl -6-oxo-, methyl ester
• CAS No.: 850254-59-0
• Molecular Formula: C24H32O5
• Molecular Weight: 400.515
• Mol file: 850254-59-0.mol

Synonyms:

Chemical Property of 1-Cyclohexene-1-carboxylic acid, 3-[(1E)-2-[3,4-dimethoxy-5-(1-methylethyl)phenyl]ethenyl]-3,4,4-trimethyl -6-oxo-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Cyclohexene-1-carboxylic acid, 3-[(1E)-2-[3,4-dimethoxy-5-(1-methylethyl)phenyl]ethenyl]-3,4,4-trimethyl -6-oxo-, methyl ester

There total 19 articles about 1-Cyclohexene-1-carboxylic acid, 3-[(1E)-2-[3,4-dimethoxy-5-(1-methylethyl)phenyl]ethenyl]-3,4,4-trimethyl -6-oxo-, 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: 60.0%

3-[2-(3-isopropyl-4,5-dimethoxy-phenyl)-2-methoxycarbonyloxy-ethyl]-3,4,4-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester (850254-52-3) → 3-[(E)-2-(3-Isopropyl-4,5-dimethoxy-phenyl)-vinyl]-3,4,4-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester (850254-59-0)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at -78 ℃; for 3h;

DOI:10.1055/s-2004-837222

Reference yield:

3-Ethoxy-6.5.5-trimethylcyclohex-2-en-1-one (156170-24-0) → 3-[(E)-2-(3-Isopropyl-4,5-dimethoxy-phenyl)-vinyl]-3,4,4-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester (850254-59-0)

Guidance literature:

Multi-step reaction with 10 steps

1.1: LDA / tetrahydrofuran / 1 h / -78 °C

1.2: 86 percent / tetrahydrofuran / 15 h / 20 °C

2.1: LiAlH₄ / tetrahydrofuran / 15 h / 20 °C

3.1: aq. HCl / tetrahydrofuran / 10 h / 20 °C

4.1: 74 percent / NaOMe; H₂ / Pd/C / methanol / 6 h / 20 °C

5.1: 95 percent / PDC / CH₂Cl₂ / 4 h / 20 °C

6.1: Mg / tetrahydrofuran / 2 h / 65 °C

6.2: 50 percent / tetrahydrofuran / 4 h / 0 °C

7.1: 81 percent / NaH / 3 h / Heating

8.1: pyridine / CH₂Cl₂ / 1 h / 0 °C

9.1: H₂O₂ / CH₂Cl₂ / 0.5 h / 0 °C

10.1: 60 percent / SnCl₄ / CH₂Cl₂ / 3 h / -78 °C

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; dipyridinium dichromate; hydrogen; dihydrogen peroxide; sodium methylate; tin(IV) chloride; sodium hydride; magnesium; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1055/s-2004-837222

Reference yield:

3a,4,4-trimethyl-hexahydro-benzofuran-6-one (850254-54-5) → 3-[(E)-2-(3-Isopropyl-4,5-dimethoxy-phenyl)-vinyl]-3,4,4-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester (850254-59-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 74 percent / NaOMe; H₂ / Pd/C / methanol / 6 h / 20 °C

2.1: 95 percent / PDC / CH₂Cl₂ / 4 h / 20 °C

3.1: Mg / tetrahydrofuran / 2 h / 65 °C

3.2: 50 percent / tetrahydrofuran / 4 h / 0 °C

4.1: 81 percent / NaH / 3 h / Heating

5.1: pyridine / CH₂Cl₂ / 1 h / 0 °C

6.1: H₂O₂ / CH₂Cl₂ / 0.5 h / 0 °C

7.1: 60 percent / SnCl₄ / CH₂Cl₂ / 3 h / -78 °C

With pyridine; dipyridinium dichromate; hydrogen; dihydrogen peroxide; sodium methylate; tin(IV) chloride; sodium hydride; magnesium; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1055/s-2004-837222

upstream raw materials:

3-[2-(3-isopropyl-4,5-dimethoxy-phenyl)-2-methoxycarbonyloxy-ethyl]-3,4,4-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid methyl ester

3-ethoxy-5,5-dimethyl-2-cyclohexen-1-one

methyl 2,3-dimethoxybenzoate

5‐bromo‐1‐isopropyl‐2,3‐dimethoxybenzene