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

Base Information

• Chemical Name: 3-(3-chloro-4-cyanophenyl)-6-(S)-methyl-1-[(S)-1-phenylethyl]-2-thioxotetrahydropyrimidin-4(1H)-one
• CAS No.: 1257531-87-5
• Molecular Formula: C₂₀H₁₈ClN₃OS
• Molecular Weight: 383.901

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

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

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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

There total 11 articles about 3-(3-chloro-4-cyanophenyl)-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: 74.0%

3-chloro-4-cyanobenzene isothiocyanate (21724-83-4) + (3S,1'S)-3-<(1'-phenylethyl)amino>butanoic acid methyl ester (103123-51-9,1156032-60-8) → 3-(3-chloro-4-cyanophenyl)-6-(S)-methyl-1-[(S)-1-phenylethyl]-2-thioxotetrahydropyrimidin-4(1H)-one (1257531-87-5)

Guidance literature:

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

DOI:10.1039/c4ra06391k

Reference yield: 72.0%

3-chloro-4-cyanobenzene isothiocyanate (21724-83-4) + (R)-methyl 3-[(R)-1-phenylethylamino]butanoate (1156032-60-8) → 3-(3-chloro-4-cyanophenyl)-6-(S)-methyl-1-[(S)-1-phenylethyl]-2-thioxotetrahydropyrimidin-4(1H)-one (1257531-87-5)

Guidance literature:

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

DOI:10.1039/c4ra06391k

Reference yield: 48.0%

ethyl 3-[(S)-1-phenylethylamino]butanoate (1156032-61-9) + 3-chloro-4-cyanobenzene isothiocyanate (21724-83-4) → 3-(3-chloro-4-cyanophenyl)-6-(R)-methyl-1-[(S)-1-phenylethyl]-2-thioxotetrahydropyrimidin-4(1H)-one (1257531-91-1) + 3-(3-chloro-4-cyanophenyl)-6-(S)-methyl-1-[(S)-1-phenylethyl]-2-thioxotetrahydropyrimidin-4(1H)-one (1257531-87-5)

Guidance literature:

With lithium perchlorate; triethylamine; In acetonitrile; for 1.2h; optical yield given as %de; diastereoselective reaction; Reflux;

DOI:10.1039/c0ob00230e

upstream raw materials:

ethyl 3-[(S)-1-phenylethylamino]butanoate

3-chloro-4-cyanobenzene isothiocyanate

(S)-N-benzyl-1-phenylethylamine

(S)-1-phenyl-ethylamine

Downstream raw materials:

(5R,6S)-3-(3-chloro-4-cyanophenyl)-5-(4-chlorobenzyl)-6-methyl-1-[(S)-1-phenylethyl]-2-thioxotetrahydropyrimidin-4(1H)-one

3-(3-chloro-4-cyanophenyl)-(R)-5-((S)-(4-chlorophenyl)(hydroxy)methyl)-(S)-6-methyl-1-((S)-1-phenylethyl)-2-thioxotetrahydropyrimidin-4(1H)-one

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

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