(E)-4-methyl-N-(4-(trimethylsilyl)but-2-en-1-yl)benzenesulfonamide

Base Information

• Chemical Name: (E)-4-methyl-N-(4-(trimethylsilyl)but-2-en-1-yl)benzenesulfonamide
• CAS No.: 1432497-14-7
• Molecular Formula: C₁₄H₂₃NO₂SSi
• Molecular Weight: 297.494
• Mol file: 1432497-14-7.mol

Synonyms:(E)-4-methyl-N-(4-(trimethylsilyl)but-2-en-1-yl)benzenesulfonamide

Chemical Property of (E)-4-methyl-N-(4-(trimethylsilyl)but-2-en-1-yl)benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-methyl-N-(4-(trimethylsilyl)but-2-en-1-yl)benzenesulfonamide

There total 2 articles about (E)-4-methyl-N-(4-(trimethylsilyl)but-2-en-1-yl)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:

4-methyl-N-(2-propenyl)benzenesulfonamide (50487-71-3) + allyl-trimethyl-silane (762-72-1) → (E)-4-methyl-N-(4-(trimethylsilyl)but-2-en-1-yl)benzenesulfonamide (1432497-14-7) + (Z)-4-methyl-N-(4-(trimethylsilyl)but-2-en-1-yl)benzenesulfonamide (1432497-19-2)

Guidance literature:

With Hoveyda-Grubbs catalyst second generation; In dichloromethane; Overall yield = 36 %; Overall yield = 250 mg; Reflux; Inert atmosphere;

DOI:10.1002/chem.201201576

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (E)-4-methyl-N-(4-(trimethylsilyl)but-2-en-1-yl)benzenesulfonamide (1432497-14-7) + (Z)-4-methyl-N-(4-(trimethylsilyl)but-2-en-1-yl)benzenesulfonamide (1432497-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

2: Hoveyda-Grubbs catalyst second generation / dichloromethane / Reflux; Inert atmosphere

With Hoveyda-Grubbs catalyst second generation; triethylamine; In dichloromethane;

DOI:10.1002/chem.201201576

Reference yield:

(E)-4-methyl-N-(4-(trimethylsilyl)but-2-en-1-yl)benzenesulfonamide (1432497-14-7) + (S)-1-(4-bromo-1-tosyl-1H-indol-3-yl)-4-(trimethylsilyl)but-3-yn-2-ol → (R)-N-(1-(4-bromo-1-tosyl-1H-indol-3-yl)-4-(trimethylsilyl)but-3-yn-2-yl)-4-methyl-N-(4-(trimethylsilyl)but-2-en-1-yl)benzenesulfonamide

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 25 ℃; for 3h;

DOI:10.1021/acs.orglett.7b00675

upstream raw materials:

p-toluenesulfonyl chloride

4-methyl-N-(2-propenyl)benzenesulfonamide

allyl-trimethyl-silane