N-(but-2-yn-1-yl)-4-methyl-N-(2-oxo-2-phenylethyl)benzenesulfonamide

Base Information

• Chemical Name: N-(but-2-yn-1-yl)-4-methyl-N-(2-oxo-2-phenylethyl)benzenesulfonamide
• CAS No.: 1427797-93-0
• Molecular Formula: C₁₉H₁₉NO₃S
• Molecular Weight: 341.431
• Mol file: 1427797-93-0.mol

Synonyms:N-(but-2-yn-1-yl)-4-methyl-N-(2-oxo-2-phenylethyl)benzenesulfonamide

Chemical Property of N-(but-2-yn-1-yl)-4-methyl-N-(2-oxo-2-phenylethyl)benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(but-2-yn-1-yl)-4-methyl-N-(2-oxo-2-phenylethyl)benzenesulfonamide

There total 2 articles about N-(but-2-yn-1-yl)-4-methyl-N-(2-oxo-2-phenylethyl)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: 63.0%

α-bromoacetophenone (70-11-1) + 4-methyl-N-(prop-1-yn-1-yl)benzenesulfonamide (286376-23-6) → N-(but-2-yn-1-yl)-4-methyl-N-(2-oxo-2-phenylethyl)benzenesulfonamide (1427797-93-0)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃;

DOI:10.1021/ol400531a

Reference yield:

acetophenone (98-86-2) → N-(but-2-yn-1-yl)-4-methyl-N-(2-oxo-2-phenylethyl)benzenesulfonamide (1427797-93-0)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(ll) bromide / chloroform; ethyl acetate / 8 h / Reflux

2: potassium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 0 °C

With tetra-(n-butyl)ammonium iodide; potassium carbonate; copper(ll) bromide; In chloroform; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/adsc.201300844

Reference yield: 71.0%

N-(but-2-yn-1-yl)-4-methyl-N-(2-oxo-2-phenylethyl)benzenesulfonamide (1427797-93-0) + 4-fluoroboronic acid (1765-93-1) → (3S,Z)-4-(1-(4-fluorophenyl)ethylidene)-3-phenyl-1-tosylpyrrolidin-3-ol (1607002-68-5)

Guidance literature:

4-fluoroboronic acid; With chlorobis(cyclooctene)rhodium(I) dimer; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; potassium hydroxide; In water; toluene; at 20 ℃; for 0.5h; Inert atmosphere;

N-(but-2-yn-1-yl)-4-methyl-N-(2-oxo-2-phenylethyl)benzenesulfonamide; In water; toluene; at 40 ℃; for 6h; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol500993h

upstream raw materials:

α-bromoacetophenone

4-methyl-N-(prop-1-yn-1-yl)benzenesulfonamide

acetophenone

Downstream raw materials:

C₁₉H₂₁NO₃S

(3S,Z)-4-(1-(4-methoxyphenyl)ethylidene)-3-phenyl-1-tosylpyrrolidin-3-ol

(3S,Z)-4-(1-(4-fluorophenyl)ethylidene)-3-phenyl-1-tosylpyrrolidin-3-ol