3-ethynyl-3-(4-methoxyphenyl)-2-methylene-1-(p-toluenesulfonyl)pyrrolidine

Base Information

Chemical Name:3-ethynyl-3-(4-methoxyphenyl)-2-methylene-1-(p-toluenesulfonyl)pyrrolidine
CAS No.:1433789-23-1
Molecular Formula:C₂₁H₂₁NO₃S
Molecular Weight:367.469
Hs Code.:

Synonyms:3-ethynyl-3-(4-methoxyphenyl)-2-methylene-1-(p-toluenesulfonyl)pyrrolidine

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Chemical Property of 3-ethynyl-3-(4-methoxyphenyl)-2-methylene-1-(p-toluenesulfonyl)pyrrolidine

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Technology Process of 3-ethynyl-3-(4-methoxyphenyl)-2-methylene-1-(p-toluenesulfonyl)pyrrolidine

There total 3 articles about 3-ethynyl-3-(4-methoxyphenyl)-2-methylene-1-(p-toluenesulfonyl)pyrrolidine 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: 85.0%

: 1433788-96-5
N-(3-ethynyl-3-(4-methoxyphenyl)pent-4-ynyl)-4-toluenesulfonamide

: 1433789-23-1
3-ethynyl-3-(4-methoxyphenyl)-2-methylene-1-(p-toluenesulfonyl)pyrrolidine

Guidance literature:: With silver tetrafluoroborate; (triphenylphosphine)gold(I) chloride; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere; Schlenk technique;
DOI:10.1002/anie.201205416

Reference yield:

: 1261299-55-1
3-ethynyl-3-(4-methoxyphenyl)pent-4-yn-1-ol

: 1433789-23-1
3-ethynyl-3-(4-methoxyphenyl)-2-methylene-1-(p-toluenesulfonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 4 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

2: potassium carbonate / acetonitrile / 24 h / Reflux; Schlenk technique; Inert atmosphere

3: (triphenylphosphine)gold(I) chloride; silver tetrafluoroborate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere; Schlenk technique

With silver tetrafluoroborate; (triphenylphosphine)gold(I) chloride; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/anie.201205416

Reference yield:

: 1261299-87-9
3-ethynyl-3-(4-methoxyphenyl)pent-4-ynal

: 1433789-23-1
3-ethynyl-3-(4-methoxyphenyl)-2-methylene-1-(p-toluenesulfonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: sodium tetrahydroborate / methanol / Schlenk technique; Inert atmosphere

2: triethylamine / dichloromethane / 4 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

3: potassium carbonate / acetonitrile / 24 h / Reflux; Schlenk technique; Inert atmosphere

4: (triphenylphosphine)gold(I) chloride; silver tetrafluoroborate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere; Schlenk technique

With sodium tetrahydroborate; silver tetrafluoroborate; (triphenylphosphine)gold(I) chloride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1002/anie.201205416