(2E)-N-((2S)-2-methyl-3-oxopropyl)-N-((1S)-1-phenylethyl)but-2-enamide

Base Information

• Chemical Name: (2E)-N-((2S)-2-methyl-3-oxopropyl)-N-((1S)-1-phenylethyl)but-2-enamide
• CAS No.: 861708-85-2
• Molecular Formula: C₁₆H₂₁NO₂
• Molecular Weight: 259.348
• Mol file: 861708-85-2.mol

Synonyms:(2E)-N-((2S)-2-methyl-3-oxopropyl)-N-((1S)-1-phenylethyl)but-2-enamide

Chemical Property of (2E)-N-((2S)-2-methyl-3-oxopropyl)-N-((1S)-1-phenylethyl)but-2-enamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E)-N-((2S)-2-methyl-3-oxopropyl)-N-((1S)-1-phenylethyl)but-2-enamide

There total 4 articles about (2E)-N-((2S)-2-methyl-3-oxopropyl)-N-((1S)-1-phenylethyl)but-2-enamide 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: 67.0%

(2E)-N-((2S)-3-hydroxy-2-methylpropyl)-N-((1S)-1-phenylethyl)but-2-enamide (861708-79-4) → (2E)-N-((2S)-2-methyl-3-oxopropyl)-N-((1S)-1-phenylethyl)but-2-enamide (861708-85-2)

Guidance literature:

With bis(trichloromethyl) carbonate; triethylamine; In dichloromethane; dimethyl sulfoxide; at -78 - 20 ℃; for 1h;

DOI:10.1002/ejoc.200400847

Reference yield:

(2S)-2-methyl-3-[((1S)-1-phenylethyl)amino]propan-1-ol (861708-75-0) → (2E)-N-((2S)-2-methyl-3-oxopropyl)-N-((1S)-1-phenylethyl)but-2-enamide (861708-85-2)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / CH₂Cl₂ / 7 h / 0 - 20 °C

2: 4.44 g / aq. K₂CO₃ / methanol / 3 h / 20 °C

3: 67 percent / bis(trichloromethyl) carbonate; triethylamine / dimethylsulfoxide; CH₂Cl₂ / 1 h / -78 - 20 °C

With bis(trichloromethyl) carbonate; potassium carbonate; triethylamine; In methanol; dichloromethane; dimethyl sulfoxide; 3: Swern-like oxidation;

DOI:10.1002/ejoc.200400847

Reference yield:

(E)-But-2-enoic acid (S)-3-[((E)-but-2-enoyl)-((S)-1-phenyl-ethyl)-amino]-2-methyl-propyl ester (1026623-35-7) → (2E)-N-((2S)-2-methyl-3-oxopropyl)-N-((1S)-1-phenylethyl)but-2-enamide (861708-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 4.44 g / aq. K₂CO₃ / methanol / 3 h / 20 °C

2: 67 percent / bis(trichloromethyl) carbonate; triethylamine / dimethylsulfoxide; CH₂Cl₂ / 1 h / -78 - 20 °C

With bis(trichloromethyl) carbonate; potassium carbonate; triethylamine; In methanol; dichloromethane; dimethyl sulfoxide; 2: Swern-like oxidation;

DOI:10.1002/ejoc.200400847

upstream raw materials:

(2E)-N-((2S)-3-hydroxy-2-methylpropyl)-N-((1S)-1-phenylethyl)but-2-enamide

(2S)-2-methyl-3-[((1S)-1-phenylethyl)amino]propan-1-ol

(E)-But-2-enoic acid (S)-3-[((E)-but-2-enoyl)-((S)-1-phenyl-ethyl)-amino]-2-methyl-propyl ester

(αS,2S)-N-α-methylbenzyl-3-amino-2-methylpropionic acid