(S)-tert-butyl 2-(5-(4-ethynylphenyl)-1H-imidazol-2-yl)-4-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate

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Chemical Name:(S)-tert-butyl 2-(5-(4-ethynylphenyl)-1H-imidazol-2-yl)-4-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate
CAS No.:1352393-15-7
Molecular Formula:C₂₁H₂₃N₃O₂
Molecular Weight:349.433
Hs Code.:

Synonyms:(S)-tert-butyl 2-(5-(4-ethynylphenyl)-1H-imidazol-2-yl)-4-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate

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Chemical Property of (S)-tert-butyl 2-(5-(4-ethynylphenyl)-1H-imidazol-2-yl)-4-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate

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Technology Process of (S)-tert-butyl 2-(5-(4-ethynylphenyl)-1H-imidazol-2-yl)-4-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate

There total 7 articles about (S)-tert-butyl 2-(5-(4-ethynylphenyl)-1H-imidazol-2-yl)-4-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate 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: 80.0%

: 1352393-14-6
(S)-tert-butyl 4-methyl-2-(5-(4-((trimethylsilyl)ethynyl)phenyl)-1H-imidazol-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate

: 1352393-15-7
(S)-tert-butyl 2-(5-(4-ethynylphenyl)-1H-imidazol-2-yl)-4-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate

Guidance literature:: With methanol; potassium carbonate; In tetrahydrofuran; at 20 ℃; for 3h;

Reference yield:

: 462125-00-4
(S)-4-trifluoromethanesulfonyloxy-2,5-dihydro-pyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 1352393-15-7
(S)-tert-butyl 2-(5-(4-ethynylphenyl)-1H-imidazol-2-yl)-4-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2.5 h / 95 °C / Inert atmosphere

2.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 20 °C

2.2: pH 3

3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C

4.1: triethylamine; ammonium acetate / xylene / 2 h / 140 °C / sealed tube

5.1: N-ethyl-N,N-diisopropylamine / triphenylphosphine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / Inert atmosphere; Reflux

6.1: potassium carbonate; methanol / tetrahydrofuran / 3 h / 20 °C

With methanol; lithium hydroxide monohydrate; ammonium acetate; water; sodium carbonate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; water; acetonitrile; xylene; 5.1: Sonogashira Coupling;

Reference yield:

: 102195-80-2
(S)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate

: 1352393-15-7
(S)-tert-butyl 2-(5-(4-ethynylphenyl)-1H-imidazol-2-yl)-4-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.33 h / -78 °C

1.2: 3 h / -78 °C

2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2.5 h / 95 °C / Inert atmosphere

3.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 20 °C

3.2: pH 3

4.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C

5.1: triethylamine; ammonium acetate / xylene / 2 h / 140 °C / sealed tube

6.1: N-ethyl-N,N-diisopropylamine / triphenylphosphine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / Inert atmosphere; Reflux

7.1: potassium carbonate; methanol / tetrahydrofuran / 3 h / 20 °C

With methanol; lithium hydroxide monohydrate; ammonium acetate; water; sodium hexamethyldisilazane; sodium carbonate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; water; acetonitrile; xylene; 6.1: Sonogashira Coupling;