N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-methyl-N-(2–oxoethyl)benzenesulfonamide

Base Information

• Chemical Name: N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-methyl-N-(2–oxoethyl)benzenesulfonamide
• CAS No.: 1023641-47-5
• Molecular Formula: C₁₇H₂₉NO₄SSi
• Molecular Weight: 371.573
• Mol file: 1023641-47-5.mol

Synonyms:N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-methyl-N-(2–oxoethyl)benzenesulfonamide

Chemical Property of N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-methyl-N-(2–oxoethyl)benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-methyl-N-(2–oxoethyl)benzenesulfonamide

There total 3 articles about N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-methyl-N-(2–oxoethyl)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: 94.0%

N-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-(2-hydroxyethyl)-4-methyl-benzenesulfonamide (1023641-45-3) → N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-methyl-N-(2–oxoethyl)benzenesulfonamide (1023641-47-5)

Guidance literature:

With Dess-Martin periodane; In chloroform-d1; at 0 - 20 ℃;

DOI:10.1039/b800054a

Reference yield: 81.0%

{[2-(tert-butyldimethylsilanyloxy)ethyl](toluene-4-sulfonyl)amino}acetic acid methyl ester → N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-methyl-N-(2–oxoethyl)benzenesulfonamide (1023641-47-5)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c5cc02176f

Reference yield:

N-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-benzenesulfonamide (202974-92-3) → N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-methyl-N-(2–oxoethyl)benzenesulfonamide (1023641-47-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran / 8 h / 0 - 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / dichloromethane / 2 h / -78 °C / Inert atmosphere

With sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c5cc02176f

upstream raw materials:

N-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-(2-hydroxyethyl)-4-methyl-benzenesulfonamide

N-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-benzenesulfonamide

Downstream raw materials:

N-[2-(tert-butyldimethylsilanyloxy)ethyl]-4-methyl-N-((E)-5-trimethylsilanyl-pent-2-en-4-ynyl)benzenesulfonamide

(3S,4S)-1-[(4-methylphenyl)sulfonyl]-4-(1-phenylethenyl)-3-pyrrolidinol