3-(4-chloro-3-(trifluoromethyl)phenyl)-6-(S)-methyl-1-[(S)-1-phenylethyl]-2-thioxotetrahydropyrimidin-4(1H)-one

Base Information

• Chemical Name: 3-(4-chloro-3-(trifluoromethyl)phenyl)-6-(S)-methyl-1-[(S)-1-phenylethyl]-2-thioxotetrahydropyrimidin-4(1H)-one
• CAS No.: 1420778-20-6
• Molecular Formula: C₂₀H₁₈ClF₃N₂OS
• Molecular Weight: 426.89
• Mol file: 1420778-20-6.mol

Synonyms:3-(4-chloro-3-(trifluoromethyl)phenyl)-6-(S)-methyl-1-[(S)-1-phenylethyl]-2-thioxotetrahydropyrimidin-4(1H)-one

Chemical Property of 3-(4-chloro-3-(trifluoromethyl)phenyl)-6-(S)-methyl-1-[(S)-1-phenylethyl]-2-thioxotetrahydropyrimidin-4(1H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-chloro-3-(trifluoromethyl)phenyl)-6-(S)-methyl-1-[(S)-1-phenylethyl]-2-thioxotetrahydropyrimidin-4(1H)-one

There total 5 articles about 3-(4-chloro-3-(trifluoromethyl)phenyl)-6-(S)-methyl-1-[(S)-1-phenylethyl]-2-thioxotetrahydropyrimidin-4(1H)-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: 76.0%

(3S,1'S)-3-<(1'-phenylethyl)amino>butanoic acid methyl ester (103123-51-9,1156032-60-8) + 1-chloro-4-isothiocyanato-2-(trifluoromethyl)benzene (23163-86-2) → 3-(4-chloro-3-(trifluoromethyl)phenyl)-6-(S)-methyl-1-[(S)-1-phenylethyl]-2-thioxotetrahydropyrimidin-4(1H)-one (1420778-20-6)

Guidance literature:

With lithium perchlorate; triethylamine; In acetonitrile; for 3h; Reflux;

DOI:10.1039/c4ra06391k

Reference yield:

(S)-N-benzyl-1-phenylethylamine (17480-69-2) → 3-(4-chloro-3-(trifluoromethyl)phenyl)-6-(S)-methyl-1-[(S)-1-phenylethyl]-2-thioxotetrahydropyrimidin-4(1H)-one (1420778-20-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 - 0 °C

1.2: 0.25 h / -78 °C

2.1: ammonium cerium (IV) nitrate / acetonitrile; water / 2 h / 20 °C

3.1: lithium perchlorate; triethylamine / acetonitrile / 3 h / Reflux

With n-butyllithium; ammonium cerium (IV) nitrate; lithium perchlorate; triethylamine; In tetrahydrofuran; hexane; water; acetonitrile;

DOI:10.1039/c4ra06391k

Reference yield:

(S)-methyl 3-(benzyl[(S)-1-phenylethyl]amino)butanoate → 3-(4-chloro-3-(trifluoromethyl)phenyl)-6-(S)-methyl-1-[(S)-1-phenylethyl]-2-thioxotetrahydropyrimidin-4(1H)-one (1420778-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium cerium (IV) nitrate / acetonitrile; water / 2 h / 20 °C

2: lithium perchlorate; triethylamine / acetonitrile / 3 h / Reflux

With ammonium cerium (IV) nitrate; lithium perchlorate; triethylamine; In water; acetonitrile;

DOI:10.1039/c4ra06391k

upstream raw materials:

(S)-N-benzyl-1-phenylethylamine

(S)-1-phenyl-ethylamine

(S)-N-benzylidene(1-phenylethylamine)

(3S,1'S)-3-<(1'-phenylethyl)amino>butanoic acid methyl ester

Downstream raw materials:

3-(4-chloro-3-(trifluoromethyl)phenyl)-(R)-5-((S)-(4-fluorophenyl)(hydroxy)methyl)-(S)-6-methyl-1-((S)-1-phenylethyl)-2-thioxotetrahydropyrimidin-4(1H)-one