(2R)-4-[5-Chloro-2-[(4-methoxyphenyl)thio]phenyl]-2-methyl-1-piperazineacetic acid

Base Information

• Chemical Name: (2R)-4-[5-Chloro-2-[(4-methoxyphenyl)thio]phenyl]-2-methyl-1-piperazineacetic acid
• CAS No.: 556113-62-3
• Molecular Formula: C20H23ClN2O3S
• Molecular Weight: 406.93
• Mol file: 556113-62-3.mol

Synonyms:RXLKHTMQOSDEFY-CQSZACIVSA-N;(2R)-4-[5-Chloro-2-[(4-methoxyphenyl)thio]phenyl]-2-methyl-1-piperazineacetic acid;1-Piperazineacetic acid, 4-[5-chloro-2-[(4-Methoxyphenyl)thio]phenyl]-2-Methyl-, (2R)-

Chemical Property of (2R)-4-[5-Chloro-2-[(4-methoxyphenyl)thio]phenyl]-2-methyl-1-piperazineacetic acid

Chemical Property:

• PSA: 78.31000
• Density: 1.35
• LogP: 4.09780

Purity/Quality:

99% ^*data from raw suppliers

(2R)-4-[5-CHLORO-2-[(4-METHOXYPHENYL)THIO]PHENYL]-2-METHYL-1-PIPERAZINEACETIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2R)-4-[5-Chloro-2-[(4-methoxyphenyl)thio]phenyl]-2-methyl-1-piperazineacetic acid

There total 21 articles about (2R)-4-[5-Chloro-2-[(4-methoxyphenyl)thio]phenyl]-2-methyl-1-piperazineacetic 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: 100.0%

{4-[5-chloro-2-(4-methoxy-phenylsulfanyl)-phenyl]-2-methyl-piperazin-1-yl}-acetic acid ethyl ester (745031-34-9) → {4-[5-chloro-2-(4-methoxy-phenylsulfanyl)-phenyl]-2-methyl-piperazin-1-yl}-acetic acid (556113-62-3)

Guidance literature:

With sodium hydroxide; In ethanol; for 16h;

DOI:10.1016/j.bmcl.2004.05.043

Reference yield:

(2R)-methylpiperazine (75336-86-6) → {(R)-4-[5-Chloro-2-(4-methoxy-phenylsulfanyl)-phenyl]-2-methyl-piperazin-1-yl}-acetic acid (556113-62-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: DIEA / dimethylformamide / 16 h / 80 °C

2.1: H₂ / Pd/C / methanol / 3 h

3.1: NaNO₂; aq. H₂SO₄ / 0.5 h

3.2: Cu; aq. NaOH / 0.5 h / 60 °C

4.1: Et₃N / acetonitrile / 16 h

5.1: aq. NaOH / ethanol / 16 h

With sodium hydroxide; sulfuric acid; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; sodium nitrite; palladium on activated charcoal; In methanol; ethanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2004.05.043

Reference yield:

(S)-2-methylpiperazine (74879-18-8) → {(S)-4-[5-Chloro-2-(4-methoxy-phenylsulfanyl)-phenyl]-2-methyl-piperazin-1-yl}-acetic acid (556113-62-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: DIEA / dimethylformamide / 16 h / 80 °C

2.1: H₂ / Pd/C / methanol / 3 h

3.1: NaNO₂; aq. H₂SO₄ / 0.5 h

3.2: Cu; aq. NaOH / 0.5 h / 60 °C

4.1: Et₃N / acetonitrile / 16 h

5.1: aq. NaOH / ethanol / 16 h

With sodium hydroxide; sulfuric acid; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; sodium nitrite; palladium on activated charcoal; In methanol; ethanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2004.05.043

upstream raw materials:

{4-[5-chloro-2-(4-methoxy-phenylsulfanyl)-phenyl]-2-methyl-piperazin-1-yl}-acetic acid ethyl ester

4-Methoxybenzenethiol

4-chloro-2-fluoro-nitrobenzene

(RS)-2-methylpiperazine