(Z)-2-benzylidene-5-ethyl-3-methylene-1-tosylpyrrolidine

Base Information

Chemical Name:(Z)-2-benzylidene-5-ethyl-3-methylene-1-tosylpyrrolidine
CAS No.:1443365-70-5
Molecular Formula:C₂₁H₂₃NO₂S
Molecular Weight:353.485
Hs Code.:

Synonyms:(Z)-2-benzylidene-5-ethyl-3-methylene-1-tosylpyrrolidine

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Chemical Property of (Z)-2-benzylidene-5-ethyl-3-methylene-1-tosylpyrrolidine

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Technology Process of (Z)-2-benzylidene-5-ethyl-3-methylene-1-tosylpyrrolidine

There total 5 articles about (Z)-2-benzylidene-5-ethyl-3-methylene-1-tosylpyrrolidine 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: 68.0%

: 1361582-85-5
N-(5-bromohex-5-en-3-yl)-4-methyl-N-(phenylethynyl)benzenesulfonamide

: 1443365-70-5
(Z)-2-benzylidene-5-ethyl-3-methylene-1-tosylpyrrolidine

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In ethanol; at 80 ℃; for 0.5h;
DOI:10.1002/adsc.201200703

Reference yield:

: 1361583-05-2
N-(5-bromohex-5-en-3-yl)-4-methylbenzenesulfonamide

: 1443365-70-5
(Z)-2-benzylidene-5-ethyl-3-methylene-1-tosylpyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium hexamethylsilazane / toluene / 0.5 h / -78 - 20 °C

1.2: 18.17 h / -78 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

3.1: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 0.17 h / 20 °C / Inert atmosphere; Glovebox

3.2: 1.5 h / 20 - 60 °C / Glovebox

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / ethanol / 0.5 h / 80 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; caesium carbonate; triethylamine; In tetrahydrofuran; ethanol; toluene; 3.1: |Sonogashira Cross-Coupling / 3.2: |Sonogashira Cross-Coupling;
DOI:10.1002/adsc.201200703

Reference yield:

: 67964-36-7
5-bromohex-5-en-3-ol

: 1443365-70-5
(Z)-2-benzylidene-5-ethyl-3-methylene-1-tosylpyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C

2.1: potassium hexamethylsilazane / toluene / 0.5 h / -78 - 20 °C

2.2: 18.17 h / -78 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

4.1: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 0.17 h / 20 °C / Inert atmosphere; Glovebox

4.2: 1.5 h / 20 - 60 °C / Glovebox

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / ethanol / 0.5 h / 80 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; caesium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; toluene; 1.1: |Mitsunobu Displacement / 4.1: |Sonogashira Cross-Coupling / 4.2: |Sonogashira Cross-Coupling;
DOI:10.1002/adsc.201200703