tert-butyl 4-(4-[2,4-dichloro-3-(2,4-dimethylquinolin-8-yloxymethyl)benzenesulfonylamino]tetrahydropyran-4-ylcarbonyl)piperazine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-(4-[2,4-dichloro-3-(2,4-dimethylquinolin-8-yloxymethyl)benzenesulfonylamino]tetrahydropyran-4-ylcarbonyl)piperazine-1-carboxylate
• CAS No.: 883969-09-3
• Molecular Formula: C₃₃H₄₀Cl₂N₄O₇S
• Molecular Weight: 707.675
• Mol file: 883969-09-3.mol

Synonyms:tert-butyl 4-(4-[2,4-dichloro-3-(2,4-dimethylquinolin-8-yloxymethyl)benzenesulfonylamino]tetrahydropyran-4-ylcarbonyl)piperazine-1-carboxylate

Chemical Property of tert-butyl 4-(4-[2,4-dichloro-3-(2,4-dimethylquinolin-8-yloxymethyl)benzenesulfonylamino]tetrahydropyran-4-ylcarbonyl)piperazine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-(4-[2,4-dichloro-3-(2,4-dimethylquinolin-8-yloxymethyl)benzenesulfonylamino]tetrahydropyran-4-ylcarbonyl)piperazine-1-carboxylate

There total 2 articles about tert-butyl 4-(4-[2,4-dichloro-3-(2,4-dimethylquinolin-8-yloxymethyl)benzenesulfonylamino]tetrahydropyran-4-ylcarbonyl)piperazine-1-carboxylate 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: 96.0%

4-[2,4-dichloro-3-(2,4-dimethyl-quinolin-8-yloxymethyl)-benzenesulfonylamino]-tetrahydropyran-4-carboxylic acid (883969-08-2) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(4-[2,4-dichloro-3-(2,4-dimethylquinolin-8-yloxymethyl)benzenesulfonylamino]tetrahydropyran-4-ylcarbonyl)piperazine-1-carboxylate (883969-09-3)

Guidance literature:

4-[2,4-dichloro-3-(2,4-dimethyl-quinolin-8-yloxymethyl)-benzenesulfonylamino]-tetrahydropyran-4-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 4 ℃; for 1h;

1-t-Butoxycarbonylpiperazine; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

Reference yield:

4-[2,4-dichloro-3-(2,4-dimethyl-quinolin-8-yloxymethyl)-benzenesulfonylamino]-tetrahydropyran-4-carboxylic acid methyl ester (883969-07-1) → tert-butyl 4-(4-[2,4-dichloro-3-(2,4-dimethylquinolin-8-yloxymethyl)benzenesulfonylamino]tetrahydropyran-4-ylcarbonyl)piperazine-1-carboxylate (883969-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. NaOH / acetonitrile / 4 h / Heating

2.1: N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide; 7-aza-1-hydroxybenzotriazole / CH₂Cl₂ / 0.5 h / 0 °C

2.2: CH₂Cl₂ / 0 - 20 °C

With sodium hydroxide; 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; acetonitrile;

DOI:10.1021/jm061143k

Reference yield: 98.0%

tert-butyl 4-(4-[2,4-dichloro-3-(2,4-dimethylquinolin-8-yloxymethyl)benzenesulfonylamino]tetrahydropyran-4-ylcarbonyl)piperazine-1-carboxylate (883969-09-3) → (4-[2,4-dichloro-3-(2,4-dimethylquinolin-8-yloxymethyl)benzenesulfonylamino]tetrahydropyran-4-yl)carbonylpiperazine hydrochloride (883969-10-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 3h;

upstream raw materials:

4-[2,4-dichloro-3-(2,4-dimethyl-quinolin-8-yloxymethyl)-benzenesulfonylamino]-tetrahydropyran-4-carboxylic acid

1-t-Butoxycarbonylpiperazine

4-[2,4-dichloro-3-(2,4-dimethyl-quinolin-8-yloxymethyl)-benzenesulfonylamino]-tetrahydropyran-4-carboxylic acid methyl ester

Downstream raw materials:

2,4-dichloro-3-(2,4-dimethyl-quinolin-8-yloxymethyl)-N-[4-(piperazine-1-carbonyl)-tetrahydro-pyran-4-yl]-benzenesufonamide

[4-tert-butoxycarbonylamino-5-(4-{4-[2,4-dichloro-3-(2,4-dimethyl-quinolin-8-yloxymethyl)-benzenesulfonylamino]-tetrahydro-pyran-4-carbonyl}-piperazin-1-yl)-5-oxo-pentyl]-trimethyl-ammonium

(4-[2,4-dichloro-3-(2,4-dimethylquinolin-8-yloxymethyl)benzenesulfonylamino]tetrahydropyran-4-yl)carbonylpiperazine hydrochloride

[2-(4-(4-[2,4-dichloro-3-(2,4-dimethyl-quinolin-8-yloxymethyl)-benzenesulfonylamino]tetrahydro-pyran-4-carbonyl)-piperazin-1-yl)-2-oxo-ethyl]-trimethylammonium trifluoroacetate salt