N-[2-(tert-butyldimethylsiloxymethyl)phenyl]-4-methylphenylsulfonamide

Base Information

• Chemical Name: N-[2-(tert-butyldimethylsiloxymethyl)phenyl]-4-methylphenylsulfonamide
• CAS No.: 742078-49-5
• Molecular Formula: C₂₀H₂₉NO₃SSi
• Molecular Weight: 391.607
• Mol file: 742078-49-5.mol

Synonyms:N-[2-(tert-butyldimethylsiloxymethyl)phenyl]-4-methylphenylsulfonamide

Chemical Property of N-[2-(tert-butyldimethylsiloxymethyl)phenyl]-4-methylphenylsulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[2-(tert-butyldimethylsiloxymethyl)phenyl]-4-methylphenylsulfonamide

There total 3 articles about N-[2-(tert-butyldimethylsiloxymethyl)phenyl]-4-methylphenylsulfonamide 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: 97.0%

N-(2-hydroxymethylphenyl)-4-methylbenzenesulfonamide (90312-02-0) + tert-butyldimethylsilyl chloride (18162-48-6) → N-[2-(tert-butyldimethylsiloxymethyl)phenyl]-4-methylphenylsulfonamide (742078-49-5)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 3.5h;

DOI:10.1021/ja048693x

Reference yield:

2-Aminobenzyl alcohol (5344-90-1) → N-[2-(tert-butyldimethylsiloxymethyl)phenyl]-4-methylphenylsulfonamide (742078-49-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 16 h / 20 °C

2: dmap; triethylamine / dichloromethane / 16 h / 0 - 20 °C

With dmap; triethylamine; In dichloromethane;

DOI:10.1002/chem.201002606

Reference yield:

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → N-[2-(tert-butyldimethylsiloxymethyl)phenyl]-4-methylphenylsulfonamide (742078-49-5)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C

2: pyridine / dichloromethane / 2 h / 0 - 20 °C

3: 1H-imidazole / dichloromethane / 4 h / 0 - 20 °C

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jacs.9b13975

upstream raw materials:

N-(2-hydroxymethylphenyl)-4-methylbenzenesulfonamide

tert-butyldimethylsilyl chloride

2-Aminobenzyl alcohol

anthranilic acid

Downstream raw materials:

C₃₀H₄₉NO₄SSi₂

C₁₈H₂₁NO₄S