dimethyl 2-[(2E)-3-(1-benzyl-1H-imidazol-4-yl)-2-propenyl]-2-(2-propynyl)malonate

Base Information

Chemical Name:dimethyl 2-[(2E)-3-(1-benzyl-1H-imidazol-4-yl)-2-propenyl]-2-(2-propynyl)malonate
CAS No.:916050-40-3
Molecular Formula:C₂₁H₂₂N₂O₄
Molecular Weight:366.417
Hs Code.:

Synonyms:dimethyl 2-[(2E)-3-(1-benzyl-1H-imidazol-4-yl)-2-propenyl]-2-(2-propynyl)malonate

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Chemical Property of dimethyl 2-[(2E)-3-(1-benzyl-1H-imidazol-4-yl)-2-propenyl]-2-(2-propynyl)malonate

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Technology Process of dimethyl 2-[(2E)-3-(1-benzyl-1H-imidazol-4-yl)-2-propenyl]-2-(2-propynyl)malonate

There total 4 articles about dimethyl 2-[(2E)-3-(1-benzyl-1H-imidazol-4-yl)-2-propenyl]-2-(2-propynyl)malonate 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%

: 916050-22-1
(2E)-3-(1-benzyl-1H-imidazol-4-yl)-2-propenyl tert-butyl carbonate

: 95124-07-5
dimethyl (prop-2-yn-1-yl)malonate

: 916050-40-3
dimethyl 2-[(2E)-3-(1-benzyl-1H-imidazol-4-yl)-2-propenyl]-2-(2-propynyl)malonate

Guidance literature:: dimethyl (prop-2-yn-1-yl)malonate; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;

(2E)-3-(1-benzyl-1H-imidazol-4-yl)-2-propenyl tert-butyl carbonate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 17h;
DOI:10.1016/j.tet.2006.05.090

Reference yield:

: 100-44-7
benzyl chloride

: 916050-40-3
dimethyl 2-[(2E)-3-(1-benzyl-1H-imidazol-4-yl)-2-propenyl]-2-(2-propynyl)malonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH

2.1: DIBAL-H

3.1: 68 percent / tetra-n-butylammonium hydrogen sulfate; NaOH / CH₂Cl₂; H₂O / 0 - 20 °C

4.1: NaH / tetrahydrofuran / 0 - 20 °C

4.2: 74 percent / Pd₂(dba)3; PPh₃ / tetrahydrofuran / 17 h / 20 °C

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tet.2006.05.090

Reference yield:

: 675123-18-9
1-(1-benzyl-1H-imidazol-4-yl)propen-3-ol

: 916050-40-3
dimethyl 2-[(2E)-3-(1-benzyl-1H-imidazol-4-yl)-2-propenyl]-2-(2-propynyl)malonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 68 percent / tetra-n-butylammonium hydrogen sulfate; NaOH / CH₂Cl₂; H₂O / 0 - 20 °C

2.1: NaH / tetrahydrofuran / 0 - 20 °C

2.2: 74 percent / Pd₂(dba)3; PPh₃ / tetrahydrofuran / 17 h / 20 °C

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tet.2006.05.090