4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid pentafluorophenyl ester

Base Information

• Chemical Name: 4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid pentafluorophenyl ester
• CAS No.: 1269638-06-3
• Molecular Formula: C₂₀H₁₄F₅N₅O₆
• Molecular Weight: 515.353
• Mol file: 1269638-06-3.mol

Synonyms:4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid pentafluorophenyl ester

Chemical Property of 4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid pentafluorophenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid pentafluorophenyl ester

There total 3 articles about 4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid pentafluorophenyl 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: 78.0%

4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid (849114-70-1) + 2,3,4,5,6-pentafluorophenol (771-61-9) → 4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid pentafluorophenyl ester (1269638-06-3)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 40 ℃; for 8h; Inert atmosphere;

DOI:10.1021/ol1028173

Reference yield:

4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid tert-butyl ester (1269638-24-5) → 4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid pentafluorophenyl ester (1269638-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium sulfate; trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 8 h / 40 °C / Inert atmosphere

With sodium sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ol1028173

Reference yield:

4-nitro-7-(piperazin-1-yl)benzo[c][1,2,5]oxadiazole (139332-66-4) → 4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid pentafluorophenyl ester (1269638-06-3)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2: sodium sulfate; trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 8 h / 40 °C / Inert atmosphere

With sodium sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol1028173

upstream raw materials:

4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid

2,3,4,5,6-pentafluorophenol

4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid tert-butyl ester

4-nitro-7-(piperazin-1-yl)benzo[c][1,2,5]oxadiazole

Refernces