4-[(4-diethylcarbamoyl-phenyl)-thiophen-2-yl-methylene]-piperidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:4-[(4-diethylcarbamoyl-phenyl)-thiophen-2-yl-methylene]-piperidine-1-carboxylic acid tert-butyl ester
CAS No.:1027297-19-3
Molecular Formula:C₂₆H₃₄N₂O₃S
Molecular Weight:454.634
Hs Code.:

4-[(4-diethylcarbamoyl-phenyl)-thiophen-2-yl-methylene]-piperidine-1-carboxylic acid <i>tert</i>-butyl ester

Synonyms:4-[(4-diethylcarbamoyl-phenyl)-thiophen-2-yl-methylene]-piperidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 4-[(4-diethylcarbamoyl-phenyl)-thiophen-2-yl-methylene]-piperidine-1-carboxylic acid tert-butyl ester

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Technology Process of 4-[(4-diethylcarbamoyl-phenyl)-thiophen-2-yl-methylene]-piperidine-1-carboxylic acid tert-butyl ester

There total 6 articles about 4-[(4-diethylcarbamoyl-phenyl)-thiophen-2-yl-methylene]-piperidine-1-carboxylic acid tert-butyl ester 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:

: 6165-68-0
thiophene boronic acid

: 209808-18-4
4-[Bromo-(4-diethylcarbamoyl-phenyl)-methylene]-piperidine-1-carboxylic acid tert-butyl ester

: 1027297-19-3
4-[(4-diethylcarbamoyl-phenyl)-thiophen-2-yl-methylene]-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In toluene; at 85 ℃; for 5h;
DOI:10.1021/jm000229p

Reference yield:

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 1027297-19-3
4-[(4-diethylcarbamoyl-phenyl)-thiophen-2-yl-methylene]-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: LDA / tetrahydrofuran / -78 - 20 °C

1.2: tetrahydrofuran; hexane / 12 h / 20 °C

2.1: 78 percent / Br₂; K₂CO₃ / CH₂Cl₂ / 1.5 h / 20 °C

3.1: 87 percent / 2 M NaOH; MeOH / 3 h / 40 °C

4.1: CH₂Cl₂ / 0.33 h / -20 °C

5.1: CH₂Cl₂ / 1.5 h / 20 °C

6.1: 2 M Na₂CO₃; tetrakis(triphenylphosphine)palladium⁽⁰⁾ / toluene / 5 h / 85 °C

With methanol; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; sodium carbonate; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; toluene; 1.2: Wittig-Horner olefination / 6.1: Suzuki coupling;
DOI:10.1021/jm000229p

Reference yield:

: 209808-15-1
4-(4-methoxycarbonylbenzylidene)piperidine-1-carboxylic acid tert-butyl ester

: 1027297-19-3
4-[(4-diethylcarbamoyl-phenyl)-thiophen-2-yl-methylene]-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / Br₂; K₂CO₃ / CH₂Cl₂ / 1.5 h / 20 °C

2: 87 percent / 2 M NaOH; MeOH / 3 h / 40 °C

3: CH₂Cl₂ / 0.33 h / -20 °C

4: CH₂Cl₂ / 1.5 h / 20 °C

5: 2 M Na₂CO₃; tetrakis(triphenylphosphine)palladium⁽⁰⁾ / toluene / 5 h / 85 °C

With methanol; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; sodium carbonate; potassium carbonate; In dichloromethane; toluene; 5: Suzuki coupling;
DOI:10.1021/jm000229p