(4aR)-3-([2-(4-Chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-yl]methyl}-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylic acid hydrochloride

Base Information

• Chemical Name: (4aR)-3-([2-(4-Chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-yl]methyl}-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylic acid hydrochloride
• CAS No.: 1053265-68-1
• Molecular Formula: C₂₈H₃₃ClN₂O₂*ClH
• Molecular Weight: 501.496
• Mol file: 1053265-68-1.mol

Synonyms:(4aR)-3-([2-(4-Chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-yl]methyl}-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylic acid hydrochloride

Chemical Property of (4aR)-3-([2-(4-Chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-yl]methyl}-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylic acid hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aR)-3-([2-(4-Chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-yl]methyl}-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylic acid hydrochloride

There total 7 articles about (4aR)-3-([2-(4-Chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-yl]methyl}-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylic acid hydrochloride 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:

Methyl (4aR)-3-{[2-(4-chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-yl]methyl}-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylate (1053265-72-7) → (4aR)-3-([2-(4-Chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-yl]methyl}-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylic acid hydrochloride (1053265-68-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 70 ℃; for 20h;

Reference yield:

4,4-dimethylcyclohexenone (1073-13-8) → (4aR)-3-([2-(4-Chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-yl]methyl}-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylic acid hydrochloride (1053265-68-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: hydrogen / 5%-palladium/activated carbon / ethyl acetate / 2 h / 20 °C / 760.05 Torr

2.1: phosphorus tribromide / dichloromethane / 0.5 h / 0 - 20 °C

2.2: 4 h / 0 - 20 °C

3.1: sodium tetrahydroborate / methanol / 5 h / 0 - 20 °C

4.1: phosphorus tribromide / diethyl ether / 1.5 h / 0 °C

5.1: triethylamine; sodium iodide / N,N-dimethyl-formamide / 3 h / 80 °C

6.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; ethanol; water / 16.25 h / 80 °C

7.1: hydrogenchloride / 1,4-dioxane / 20 h / 70 °C

With hydrogenchloride; sodium tetrahydroborate; hydrogen; phosphorus tribromide; sodium carbonate; triethylamine; sodium iodide; bis-triphenylphosphine-palladium(II) chloride; 5%-palladium/activated carbon; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

(2-bromo-5,5-dimethyl-1-cyclohexen-1-yl)-methanol (1053265-67-0) → (4aR)-3-([2-(4-Chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-yl]methyl}-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylic acid hydrochloride (1053265-68-1)

Guidance literature:

Multi-step reaction with 4 steps

1: phosphorus tribromide / diethyl ether / 1.5 h / 0 °C

2: triethylamine; sodium iodide / N,N-dimethyl-formamide / 3 h / 80 °C

3: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; ethanol; water / 16.25 h / 80 °C

4: hydrogenchloride / 1,4-dioxane / 20 h / 70 °C

With hydrogenchloride; phosphorus tribromide; sodium carbonate; triethylamine; sodium iodide; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; 1,2-dimethoxyethane; diethyl ether; ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

Methyl (4aR)-3-{[2-(4-chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-yl]methyl}-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylate

4,4-dimethylcyclohexenone

2-bromo-5,5'-bis-methylcyclohex-1-enylcarbaldehyde

1-bromo-2-(bromomethyl)-4,4-dimethylcyclohex-1-ene