4-Methyl-N-[1-(3-oxo-cyclopent-1-enylmethyl)-pent-4-enyl]-benzenesulfonamide

Base Information

• Chemical Name: 4-Methyl-N-[1-(3-oxo-cyclopent-1-enylmethyl)-pent-4-enyl]-benzenesulfonamide
• CAS No.: 176516-07-7
• Molecular Formula: C₁₈H₂₃NO₃S
• Molecular Weight: 333.452
• Mol file: 176516-07-7.mol

Synonyms:4-Methyl-N-[1-(3-oxo-cyclopent-1-enylmethyl)-pent-4-enyl]-benzenesulfonamide

Chemical Property of 4-Methyl-N-[1-(3-oxo-cyclopent-1-enylmethyl)-pent-4-enyl]-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Methyl-N-[1-(3-oxo-cyclopent-1-enylmethyl)-pent-4-enyl]-benzenesulfonamide

There total 1 articles about 4-Methyl-N-[1-(3-oxo-cyclopent-1-enylmethyl)-pent-4-enyl]-benzenesulfonamide 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:

2-but-3-enyl-1-(toluene-4-sulfonyl)aziridine (176516-06-6) + γ-methoxyallylsulfonyl anion → 4-Methyl-N-[1-(3-oxo-cyclopent-1-enylmethyl)-pent-4-enyl]-benzenesulfonamide (176516-07-7)

Guidance literature:

With silica gel; Yield given; 2.) H₂O;

DOI:10.1016/0040-4039(96)00390-5

Reference yield: 74.0%

4-Methyl-N-[1-(3-oxo-cyclopent-1-enylmethyl)-pent-4-enyl]-benzenesulfonamide (176516-07-7) → 4-Methyl-N-[1-((1S,5R)-4-oxo-6-oxa-bicyclo[3.1.0]hex-1-ylmethyl)-pent-4-enyl]-benzenesulfonamide

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In methanol; at 0 ℃; for 6h;

DOI:10.1016/0040-4039(96)00390-5

Reference yield:

4-Methyl-N-[1-(3-oxo-cyclopent-1-enylmethyl)-pent-4-enyl]-benzenesulfonamide (176516-07-7) → 2-But-3-enyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-cyclopenta[b]pyrrol-6-one (176516-12-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 74 percent / H₂O₂, NaOH / methanol / 6 h / 0 °C

2: MgSO₄ / ethyl acetate / -40 - -25 °C

3: silica gel / H₂O; tetrahydrofuran / 60 h / 50 - 55 °C

4: 1.) MsCl, Et₃N; 2.) Al₂O₃ / 2.) CH₂Cl₂, 25 deg C, 10 h

5: 93 percent / N-iodosuccinimide / CCl₄ / 2.5 h / 83 °C

With aluminum oxide; sodium hydroxide; N-iodo-succinimide; dihydrogen peroxide; silica gel; magnesium sulfate; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; methanol; tetrachloromethane; water; ethyl acetate;

DOI:10.1016/0040-4039(96)00390-5

upstream raw materials:

2-but-3-enyl-1-(toluene-4-sulfonyl)aziridine

Downstream raw materials:

2-But-3-enyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-cyclopenta[b]pyrrol-6-one

2-But-3-enyl-1-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-cyclopenta[b]pyrrol-6-one