[4-chloro-2-({(3S)-4-[ (4-chlorophenyl)acetyl]-3-methylpiperazin-1-yl}methyl) phenyl]acetic acid

Base Information

• Chemical Name: [4-chloro-2-({(3S)-4-[ (4-chlorophenyl)acetyl]-3-methylpiperazin-1-yl}methyl) phenyl]acetic acid
• CAS No.: 936098-52-1
• Molecular Formula: C₂₂H₂₄Cl₂N₂O₃
• Molecular Weight: 435.35

Synonyms:[4-chloro-2-({(3S)-4-[ (4-chlorophenyl)acetyl]-3-methylpiperazin-1-yl}methyl) phenyl]acetic acid

Chemical Property of [4-chloro-2-({(3S)-4-[ (4-chlorophenyl)acetyl]-3-methylpiperazin-1-yl}methyl) phenyl]acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of [4-chloro-2-({(3S)-4-[ (4-chlorophenyl)acetyl]-3-methylpiperazin-1-yl}methyl) phenyl]acetic acid

There total 12 articles about [4-chloro-2-({(3S)-4-[ (4-chlorophenyl)acetyl]-3-methylpiperazin-1-yl}methyl) phenyl]acetic 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: 74.0%

[4-chloro-2-({(3S)-4-[ (4-chlorophenyl)acetyl]-3-methylpiperazin-1-yl}methyl) phenyl]acetic acid methyl ester (1159358-87-8) → [4-chloro-2-({(3S)-4-[ (4-chlorophenyl)acetyl]-3-methylpiperazin-1-yl}methyl) phenyl]acetic acid (936098-52-1)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 50 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jm1014549

Reference yield:

4-chloro-1-(chloromethyl)-2-iodobenzene (882689-32-9) → [4-chloro-2-({(3S)-4-[ (4-chlorophenyl)acetyl]-3-methylpiperazin-1-yl}methyl) phenyl]acetic acid (936098-52-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: N,N-dimethyl-formamide / 3 h / 18 - 25 °C / Inert atmosphere

2.1: water; potassium hydroxide / 24 h / 100 °C / Inert atmosphere

3.1: chloro-trimethyl-silane / 48 h / Inert atmosphere

4.1: acetic anhydride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / Inert atmosphere

4.2: 16 h / 80 °C / Inert atmosphere

5.1: borane-THF / tetrahydrofuran / 0 - 25 °C / Inert atmosphere

6.1: methanesulfonyl chloride; triethylamine / dichloromethane / 2 h / Inert atmosphere

6.2: 3 h / 60 °C / Inert atmosphere

7.1: water; sodium hydroxide / tetrahydrofuran / 1 h / 50 °C / Inert atmosphere

With chloro-trimethyl-silane; borane-THF; water; acetic anhydride; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm1014549

Reference yield:

2-(4-chloro-2-iodophenyl)acetic acid (936098-38-3) → [4-chloro-2-({(3S)-4-[ (4-chlorophenyl)acetyl]-3-methylpiperazin-1-yl}methyl) phenyl]acetic acid (936098-52-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: chloro-trimethyl-silane / 48 h / Inert atmosphere

2.1: acetic anhydride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / Inert atmosphere

2.2: 16 h / 80 °C / Inert atmosphere

3.1: borane-THF / tetrahydrofuran / 0 - 25 °C / Inert atmosphere

4.1: methanesulfonyl chloride; triethylamine / dichloromethane / 2 h / Inert atmosphere

4.2: 3 h / 60 °C / Inert atmosphere

5.1: water; sodium hydroxide / tetrahydrofuran / 1 h / 50 °C / Inert atmosphere

With chloro-trimethyl-silane; borane-THF; water; acetic anhydride; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm1014549

upstream raw materials:

[4-chloro-2-({(3S)-4-[ (4-chlorophenyl)acetyl]-3-methylpiperazin-1-yl}methyl) phenyl]acetic acid methyl ester

(4-chloro-2-iodophenyl)methanol

4-chloro-1-(chloromethyl)-2-iodobenzene

2-(4-chloro-2-iodophenyl)acetonitrile

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