quinoxaline-2-carboxylic acid {2-(3-fluorophenyl)-1-[4-(3-methyl-but-2-enyl)-5-oxo-tetrahydrofuran-2-yl]-ethyl}-amide

Base Information

• Chemical Name: quinoxaline-2-carboxylic acid {2-(3-fluorophenyl)-1-[4-(3-methyl-but-2-enyl)-5-oxo-tetrahydrofuran-2-yl]-ethyl}-amide
• CAS No.: 624736-63-6
• Molecular Formula: C₂₆H₂₆FN₃O₃
• Molecular Weight: 447.509

Synonyms:quinoxaline-2-carboxylic acid {2-(3-fluorophenyl)-1-[4-(3-methyl-but-2-enyl)-5-oxo-tetrahydrofuran-2-yl]-ethyl}-amide

Chemical Property of quinoxaline-2-carboxylic acid {2-(3-fluorophenyl)-1-[4-(3-methyl-but-2-enyl)-5-oxo-tetrahydrofuran-2-yl]-ethyl}-amide

Chemical Property:

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Technology Process of quinoxaline-2-carboxylic acid {2-(3-fluorophenyl)-1-[4-(3-methyl-but-2-enyl)-5-oxo-tetrahydrofuran-2-yl]-ethyl}-amide

There total 5 articles about quinoxaline-2-carboxylic acid {2-(3-fluorophenyl)-1-[4-(3-methyl-but-2-enyl)-5-oxo-tetrahydrofuran-2-yl]-ethyl}-amide 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:

oxalyl dichloride (79-37-8) + 5-[1-amino-2-(3-fluorophenyl)-ethyl]-3-(3-methyl-but-2-enyl)-dihydrofuran-2-one, tosylate salt (624736-62-5) + quinoxaline-2-carboxylic acid (879-65-2) → quinoxaline-2-carboxylic acid {2-(3-fluorophenyl)-1-[4-(3-methyl-but-2-enyl)-5-oxo-tetrahydrofuran-2-yl]-ethyl}-amide (624736-63-6)

Guidance literature:

oxalyl dichloride; quinoxaline-2-carboxylic acid; N,N-dimethyl-formamide; In dichloromethane;

5-[1-amino-2-(3-fluorophenyl)-ethyl]-3-(3-methyl-but-2-enyl)-dihydrofuran-2-one, tosylate salt; With triethylamine; In dichloromethane; at 0 - 25 ℃;

Reference yield:

tert-butyl (S)-2-(3-fluorophenyl)-1-((2S,4R)-tetrahydro-4-(3-methylbut-2-enyl)-5-oxofuran-2-yl)ethylcarbamate (379216-93-0) → quinoxaline-2-carboxylic acid {2-(3-fluorophenyl)-1-[4-(3-methyl-but-2-enyl)-5-oxo-tetrahydrofuran-2-yl]-ethyl}-amide (624736-63-6)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / ethyl acetate; water / 60 °C

2: toluene

With toluene-4-sulfonic acid; In water; ethyl acetate; toluene;

DOI:10.1021/op050059w

Reference yield:

5-[1-amino-2-(3-fluorophenyl)-ethyl]-3-(3-methyl-but-2-enyl)-dihydrofuran-2-one, tosylate salt (624736-62-5) + 2-quinoxalinecarboxylic acid chloride → quinoxaline-2-carboxylic acid {2-(3-fluorophenyl)-1-[4-(3-methyl-but-2-enyl)-5-oxo-tetrahydrofuran-2-yl]-ethyl}-amide (624736-63-6)

Guidance literature:

In toluene;

DOI:10.1021/op050059w

upstream raw materials:

oxalyl dichloride

5-[1-amino-2-(3-fluorophenyl)-ethyl]-3-(3-methyl-but-2-enyl)-dihydrofuran-2-one, tosylate salt

quinoxaline-2-carboxylic acid

tert-butyl (S)-2-(3-fluorophenyl)-1-((2S,4R)-tetrahydro-4-(3-methylbut-2-enyl)-5-oxofuran-2-yl)ethylcarbamate

Downstream raw materials:

trifluoro-acetic acid 3-(5-{2-(3-fluoro-phenyl)-1-[(quinoxaline-2-carbonyl)-amino]-ethyl}-2-oxo-tetrahydrofuran-3-yl)-1,1-dimethyl-propyl ester

CP 481715

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