methyl (2E)-3-[1-cyclohexyl-5-(4-methylthiophenyl)pyrazol-3-yl]prop-2-enoate

Base Information

Chemical Name:methyl (2E)-3-[1-cyclohexyl-5-(4-methylthiophenyl)pyrazol-3-yl]prop-2-enoate
CAS No.:641639-81-8
Molecular Formula:C₂₀H₂₄N₂O₂S
Molecular Weight:356.489
Hs Code.:

Synonyms:methyl (2E)-3-[1-cyclohexyl-5-(4-methylthiophenyl)pyrazol-3-yl]prop-2-enoate

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Chemical Property of methyl (2E)-3-[1-cyclohexyl-5-(4-methylthiophenyl)pyrazol-3-yl]prop-2-enoate

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Technology Process of methyl (2E)-3-[1-cyclohexyl-5-(4-methylthiophenyl)pyrazol-3-yl]prop-2-enoate

There total 5 articles about methyl (2E)-3-[1-cyclohexyl-5-(4-methylthiophenyl)pyrazol-3-yl]prop-2-enoate 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: 77.0%

: 5927-18-4
trimethyl phosphonoacetate

: 641638-72-4
1-cyclohexyl-5-(4-methylthiophenyl)pyrazole-3-carbaldehyde

: 641639-81-8
methyl (2E)-3-[1-cyclohexyl-5-(4-methylthiophenyl)pyrazol-3-yl]prop-2-enoate

Guidance literature:: trimethyl phosphonoacetate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

1-cyclohexyl-5-(4-methylthiophenyl)pyrazole-3-carbaldehyde; In tetrahydrofuran; hexane; at 20 ℃; for 2h;
DOI:10.1021/jm030276s

Reference yield:

: 1778-09-2
4-(Methylthio)acetophenone

: 641639-81-8
methyl (2E)-3-[1-cyclohexyl-5-(4-methylthiophenyl)pyrazol-3-yl]prop-2-enoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 79 percent / sodium methoxide / toluene / 2 h / 20 °C

2.1: 85 percent / methanol / 70 °C

3.1: 95 percent / LiAlH₄ / tetrahydrofuran / 20 °C

4.1: 77 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

5.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.2: 77 percent / tetrahydrofuran; hexane / 2 h / 20 °C

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; sodium methylate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
DOI:10.1021/jm030276s

Reference yield:

: 346684-15-9
methyl (2Z)-2-hydroxy-4-(4-methylthiophenyl)-4-oxobut-2-enoate

: 641639-81-8
methyl (2E)-3-[1-cyclohexyl-5-(4-methylthiophenyl)pyrazol-3-yl]prop-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / methanol / 70 °C

2.1: 95 percent / LiAlH₄ / tetrahydrofuran / 20 °C

3.1: 77 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

4.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: 77 percent / tetrahydrofuran; hexane / 2 h / 20 °C

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/jm030276s