2-(3-methyl-1,4-dioxo-1,3,4,6,11,11a-hexahydro-2H-pyrazino[1,2-b]isoquinolin-2-yl)-4-phenylbutanoic acid

Base Information

• Chemical Name: 2-(3-methyl-1,4-dioxo-1,3,4,6,11,11a-hexahydro-2H-pyrazino[1,2-b]isoquinolin-2-yl)-4-phenylbutanoic acid
• CAS No.: 103733-50-2
• Molecular Formula: C23H24 N2 O4
• Molecular Weight: 392.4477
• Mol file: 103733-50-2.mol

Synonyms:2H-Pyrazino[1,2-b]isoquinoline-2-aceticacid, 1,3,4,6,11,11a-hexahydro-3-methyl-1,4-dioxo-a-(2-phenylethyl)-, [3S-[2(R*),3a,11ab]]-; PD 113413

Chemical Property of 2-(3-methyl-1,4-dioxo-1,3,4,6,11,11a-hexahydro-2H-pyrazino[1,2-b]isoquinolin-2-yl)-4-phenylbutanoic acid

Chemical Property:

• Vapor Pressure: 7.46E-19mmHg at 25°C
• Boiling Point: 669.8°Cat760mmHg
• Flash Point: 358.9°C
• Density: 1.33g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(3-methyl-1,4-dioxo-1,3,4,6,11,11a-hexahydro-2H-pyrazino[1,2-b]isoquinolin-2-yl)-4-phenylbutanoic acid

There total 3 articles about 2-(3-methyl-1,4-dioxo-1,3,4,6,11,11a-hexahydro-2H-pyrazino[1,2-b]isoquinolin-2-yl)-4-phenylbutanoic 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: 50.0%

quinaprilate (82768-85-2,85441-60-7) → <3S-<2(R*),3α,11aβ>>-1,3,4,6,11,11a-hexahydro-3-methyl-1,4-dioxo-α-(2-phenylethyl)-2H-pyrazino<1,2-b>isoquinoline-2-acetic acid (103733-50-2)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 0.5h;

DOI:10.1021/jm00160a026

Reference yield:

quinapril hydrochloride (82586-55-8) → <3S-<2(R*),3α,11aβ>>-1,3,4,6,11,11a-hexahydro-3-methyl-1,4-dioxo-α-(2-phenylethyl)-2H-pyrazino<1,2-b>isoquinoline-2-acetic acid (103733-50-2)

Guidance literature:

Multi-step reaction with 3 steps

1: HCl(gas)

2: 44 percent / NaOH, H₂O / methanol / Ambient temperature

3: 50 percent / dimethylformamide / 0.5 h / 100 °C

With hydrogenchloride; sodium hydroxide; water; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00160a026

Reference yield:

<3S-<2>,3R*>-2-<2-<<1-(ethoxycarbonyl)-3-phenylpropyl>amino>-1-oxopropyl>-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid, ethyl ester (103733-35-3) → <3S-<2(R*),3α,11aβ>>-1,3,4,6,11,11a-hexahydro-3-methyl-1,4-dioxo-α-(2-phenylethyl)-2H-pyrazino<1,2-b>isoquinoline-2-acetic acid (103733-50-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 44 percent / NaOH, H₂O / methanol / Ambient temperature

2: 50 percent / dimethylformamide / 0.5 h / 100 °C

With sodium hydroxide; water; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00160a026

upstream raw materials:

quinaprilate

quinapril hydrochloride

<3S-<2>,3R*>-2-<2-<<1-(ethoxycarbonyl)-3-phenylpropyl>amino>-1-oxopropyl>-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid, ethyl ester

Refernces