N-(but-3-en-2-yl)-2-oxo-2-phenyl-N-tosylacetamide

Base Information

• Chemical Name: N-(but-3-en-2-yl)-2-oxo-2-phenyl-N-tosylacetamide
• CAS No.: 1433141-13-9
• Molecular Formula: C₁₉H₁₉NO₄S
• Molecular Weight: 357.43
• Mol file: 1433141-13-9.mol

Synonyms:N-(but-3-en-2-yl)-2-oxo-2-phenyl-N-tosylacetamide

Chemical Property of N-(but-3-en-2-yl)-2-oxo-2-phenyl-N-tosylacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(but-3-en-2-yl)-2-oxo-2-phenyl-N-tosylacetamide

There total 4 articles about N-(but-3-en-2-yl)-2-oxo-2-phenyl-N-tosylacetamide 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: 92.0%

N-(but-3-en-2-yl)-4-methyl-N-(phenylethynyl)benzenesulfonamide (1433139-44-6) → N-(but-3-en-2-yl)-2-oxo-2-phenyl-N-tosylacetamide (1433141-13-9)

Guidance literature:

With pyridine N-oxide; silver tetrafluoroborate; methanesulfonic acid; [1,3-bis(2,6-di-isopropylphenyl)imidazole-2-ylidenegold(I) chloride]; In 1,2-dichloro-ethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol4007629

Reference yield:

N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide (18303-04-3) → N-(but-3-en-2-yl)-2-oxo-2-phenyl-N-tosylacetamide (1433141-13-9)

Guidance literature:

Multi-step reaction with 4 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 °C / Inert atmosphere

2: trifluoroacetic acid / 1 h

3: copper(l) iodide; caesium carbonate; N,N`-dimethylethylenediamine / 1,4-dioxane / 24 h / 60 °C / Inert atmosphere

4: pyridine N-oxide; [1,3-bis(2,6-di-isopropylphenyl)imidazole-2-ylidenegold(I) chloride]; silver tetrafluoroborate; methanesulfonic acid / 1,2-dichloro-ethane / 20 °C / Inert atmosphere

With pyridine N-oxide; copper(l) iodide; silver tetrafluoroborate; methanesulfonic acid; [1,3-bis(2,6-di-isopropylphenyl)imidazole-2-ylidenegold(I) chloride]; di-isopropyl azodicarboxylate; caesium carbonate; triphenylphosphine; trifluoroacetic acid; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; 1,2-dichloro-ethane;

DOI:10.1021/ol4007629

Reference yield:

N-(1-methylallyl)-N-(tert-butoxycarbonyl)-p-toluenesulfonamide (1446670-96-7) → N-(but-3-en-2-yl)-2-oxo-2-phenyl-N-tosylacetamide (1433141-13-9)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / 1 h

2: copper(l) iodide; caesium carbonate; N,N`-dimethylethylenediamine / 1,4-dioxane / 24 h / 60 °C / Inert atmosphere

3: pyridine N-oxide; [1,3-bis(2,6-di-isopropylphenyl)imidazole-2-ylidenegold(I) chloride]; silver tetrafluoroborate; methanesulfonic acid / 1,2-dichloro-ethane / 20 °C / Inert atmosphere

With pyridine N-oxide; copper(l) iodide; silver tetrafluoroborate; methanesulfonic acid; [1,3-bis(2,6-di-isopropylphenyl)imidazole-2-ylidenegold(I) chloride]; caesium carbonate; trifluoroacetic acid; N,N`-dimethylethylenediamine; In 1,4-dioxane; 1,2-dichloro-ethane;

DOI:10.1021/ol4007629

upstream raw materials:

N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide

N-(1-methylallyl)-N-(tert-butoxycarbonyl)-p-toluenesulfonamide

N-(1-methyl-allyl)-4-methyl-benzenesulfonamide

N-(but-3-en-2-yl)-4-methyl-N-(phenylethynyl)benzenesulfonamide