2-{2-(3-allyl-1-benzoyl-2-oxopiperidin-3-yl)ethyl}-1-tert-butoxycarbonyl-1H-indole

Base Information

Chemical Name:2-{2-(3-allyl-1-benzoyl-2-oxopiperidin-3-yl)ethyl}-1-tert-butoxycarbonyl-1H-indole
CAS No.:1609200-20-5
Molecular Formula:C₃₀H₃₄N₂O₄
Molecular Weight:486.611
Hs Code.:

Synonyms:2-{2-(3-allyl-1-benzoyl-2-oxopiperidin-3-yl)ethyl}-1-tert-butoxycarbonyl-1H-indole

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Chemical Property of 2-{2-(3-allyl-1-benzoyl-2-oxopiperidin-3-yl)ethyl}-1-tert-butoxycarbonyl-1H-indole

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Technology Process of 2-{2-(3-allyl-1-benzoyl-2-oxopiperidin-3-yl)ethyl}-1-tert-butoxycarbonyl-1H-indole

There total 6 articles about 2-{2-(3-allyl-1-benzoyl-2-oxopiperidin-3-yl)ethyl}-1-tert-butoxycarbonyl-1H-indole 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%

: 1609200-10-3
2-{2-(3-allyloxycarbonyl-1-benzoyl-2-oxopiperidin-3-yl)ethyl}-1-tert-butoxycarbonyl-1H-indole

: 1609200-20-5
2-{2-(3-allyl-1-benzoyl-2-oxopiperidin-3-yl)ethyl}-1-tert-butoxycarbonyl-1H-indole

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1039/c4cc01843e

Reference yield:

: 120-72-9
indole

: 1609200-20-5
2-{2-(3-allyl-1-benzoyl-2-oxopiperidin-3-yl)ethyl}-1-tert-butoxycarbonyl-1H-indole

Guidance literature:: Multi-step reaction with 6 steps

1: norborn-2-ene; potassium carbonate; palladium diacetate / N,N-dimethyl acetamide / 16 h / 70 °C / Inert atmosphere

2: triethylamine; dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere

3: toluene-4-sulfonic acid / methanol / 14 h / 20 °C / Inert atmosphere

4: 1H-imidazole; triphenylphosphine; iodine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

5: potassium carbonate / N,N-dimethyl-formamide / 3 h / 50 °C / Inert atmosphere

6: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

With 1H-imidazole; norborn-2-ene; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; iodine; palladium diacetate; potassium carbonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;
DOI:10.1039/c4cc01843e

Reference yield:

: 1318759-39-5
2-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)-1H-indole

: 1609200-20-5
2-{2-(3-allyl-1-benzoyl-2-oxopiperidin-3-yl)ethyl}-1-tert-butoxycarbonyl-1H-indole

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine; dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere

2: toluene-4-sulfonic acid / methanol / 14 h / 20 °C / Inert atmosphere

3: 1H-imidazole; triphenylphosphine; iodine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

4: potassium carbonate / N,N-dimethyl-formamide / 3 h / 50 °C / Inert atmosphere

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; iodine; potassium carbonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c4cc01843e