N,N-diisopropyl-4-(4-methoxyphenyl)-3-methyl-4-oxobutanamide

Base Information

• Chemical Name: N,N-diisopropyl-4-(4-methoxyphenyl)-3-methyl-4-oxobutanamide
• CAS No.: 259655-88-4
• Molecular Formula: C₁₈H₂₇NO₃
• Molecular Weight: 305.417
• Mol file: 259655-88-4.mol

Synonyms:N,N-diisopropyl-4-(4-methoxyphenyl)-3-methyl-4-oxobutanamide

Chemical Property of N,N-diisopropyl-4-(4-methoxyphenyl)-3-methyl-4-oxobutanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-diisopropyl-4-(4-methoxyphenyl)-3-methyl-4-oxobutanamide

There total 1 articles about N,N-diisopropyl-4-(4-methoxyphenyl)-3-methyl-4-oxobutanamide 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: 87.0%

4-methoxy-benzoyl chloride (100-07-2) + N,N-diisopropyl-3-iodobutanamide → N,N-diisopropyl-4-(4-methoxyphenyl)-3-methyl-4-oxobutanamide (259655-88-4)

Guidance literature:

N,N-diisopropyl-3-iodobutanamide; With chloro-trimethyl-silane; ethylene dibromide; zinc; In 1,4-dioxane; at 45 ℃; for 4h;

4-methoxy-benzoyl chloride; With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tris-(o-tolyl)phosphine; In 1,4-dioxane; at 20 ℃; for 15h;

Reference yield: 90.0%

N,N-diisopropyl-4-(4-methoxyphenyl)-3-methyl-4-oxobutanamide (259655-88-4) → (3R*,4S*)-N,N-diisopropyl-4-hydroxy-4-(p-methoxyphenyl)-3-methylbutanamide

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 ℃; for 0.166667h;

Reference yield:

N,N-diisopropyl-4-(4-methoxyphenyl)-3-methyl-4-oxobutanamide (259655-88-4) → (4S,5S)-5-(4-methoxyphenyl)-4-methyldihydrofuran-2(3H)-one (174060-96-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 0.17 h / -78 °C

2: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

3: silica gel / CH₂Cl₂ / 36 h / 20 °C

With silica gel; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene; 1: Reduction / 2: mesylation / 3: lactonization;

upstream raw materials:

4-methoxy-benzoyl chloride

Downstream raw materials:

(4S,5S)-5-(4-methoxyphenyl)-4-methyldihydrofuran-2(3H)-one