Dodecahydro-2-(cyclohexylcarbonyl)-4H-pyrazino(2,1-a)isoquinolin-4-one

Base Information

• Chemical Name: Dodecahydro-2-(cyclohexylcarbonyl)-4H-pyrazino(2,1-a)isoquinolin-4-one
• CAS No.: 120340-92-3
• Molecular Formula: C19H30 N2 O2
• Molecular Weight: 318.4537
• DSSTox Substance ID: DTXSID10923337
• Mol file: 120340-92-3.mol

Synonyms:BRN 5094742;4H-Pyrazino(2,1-a)isoquinolin-4-one, dodecahydro-2-(cyclohexylcarbonyl)-;Dodecahydro-2-(cyclohexylcarbonyl)-4H-pyrazino(2,1-a)isoquinolin-4-one;120340-92-3;DTXSID10923337;LS-127698;2-cyclohexylcarbonyl-4-oxoperhydropyrazino [2,1-a]-isoquinoline;2-(Cyclohexanecarbonyl)dodecahydro-4H-pyrazino[2,1-a]isoquinolin-4-one

Chemical Property of Dodecahydro-2-(cyclohexylcarbonyl)-4H-pyrazino(2,1-a)isoquinolin-4-one

Chemical Property:

• Vapor Pressure: 7.02E-11mmHg at 25°C
• Boiling Point: 519.1°Cat760mmHg
• Flash Point: 232.3°C
• Density: 1.15g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 318.230728204
• Heavy Atom Count: 23
• Complexity: 472

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C(=O)N2CC3C4CCCCC4CCN3C(=O)C2

Technology Process of Dodecahydro-2-(cyclohexylcarbonyl)-4H-pyrazino(2,1-a)isoquinolin-4-one

There total 3 articles about Dodecahydro-2-(cyclohexylcarbonyl)-4H-pyrazino(2,1-a)isoquinolin-4-one 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: 83.0%

1-cycloheksylcarbonylaminomethylperhydroisoquinoline (120340-96-7) + chloroacetyl chloride (79-04-9) → 2-Cyclohexylcarbonyl-4-oxoperhydropyrazino<2,1-a>isoquinoline (120340-92-3)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; at 40 ℃; for 4.5h;

DOI:10.1007/BF00472293

Reference yield:

1-Phthalimidomethyl-3,4,5,6,7,8-hexahydroisoquinoline hydrochloride → 2-Cyclohexylcarbonyl-4-oxoperhydropyrazino<2,1-a>isoquinoline (120340-92-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / H₂ / platinum oxide / H₂O; acetic acid / 3 h / Ambient temperature

2: potassium tert-butylate / 1.) benzene, 1 h, 20 deg C, 2.) 3 h, reflux

With potassium tert-butylate; hydrogen; platinum(IV) oxide; In water; acetic acid;

DOI:10.1007/BF00479350

Reference yield:

1-Phthalimidomethylperhydroisoquinoline Hydrochloride + chloroacetyl chloride (79-04-9) → 2-Cyclohexylcarbonyl-4-oxoperhydropyrazino<2,1-a>isoquinoline (120340-92-3)

Guidance literature:

With potassium tert-butylate; Yield given. Multistep reaction; 1.) benzene, 1 h, 20 deg C, 2.) 3 h, reflux;

DOI:10.1007/BF00479350

upstream raw materials:

1-cycloheksylcarbonylaminomethylperhydroisoquinoline

chloroacetyl chloride

Refernces

• 1、 Tsizin, Yu. S.,Sergovskaya, N. L.,Shekhter, O. V.. "SYNTHESIS OF 2-CYCLOHEXYLCARBONYL-4-OXOPERHYDROPYRAZINOISOQUINOLINE". . p. 920 - 922. Retrieved 2007/10/02.