2-acetamido-N-benzyl-3-phenylprop-2-enamide

Base Information

• Chemical Name: 2-acetamido-N-benzyl-3-phenylprop-2-enamide
• CAS No.: 55636-11-8
• Molecular Formula: C₁₈H₁₈N₂O₂
• Molecular Weight: 294.353
• DSSTox Substance ID: DTXSID00337126

Synonyms:2-acetamido-N-benzyl-3-phenylprop-2-enamide;N-Benzyl-2-acetamido-3-phenylacrylamide;DTXSID00337126;MFCD00540876;SY265616

Chemical Property of 2-acetamido-N-benzyl-3-phenylprop-2-enamide

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 294.136827821
• Heavy Atom Count: 22
• Complexity: 405

Purity/Quality:

2-Acetamido-N-benzyl-3-phenylprop-2-enamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC(=CC1=CC=CC=C1)C(=O)NCC2=CC=CC=C2

Technology Process of 2-acetamido-N-benzyl-3-phenylprop-2-enamide

There total 10 articles about 2-acetamido-N-benzyl-3-phenylprop-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: 95.0%

Ac-N-carboxy α-dehydrophenylalanine anhydride (80465-38-9) + benzylamine (100-46-9) → α-acetylamino-trans-cinnamic acid benzylamide (55636-11-8)

Guidance literature:

In tetrahydrofuran; Ambient temperature;

DOI:10.1248/cpb.32.3934

Reference yield: 88.0%

4-benzylidene-2-methyl-2-oxazolin-5-one (881-90-3) + benzylamine (100-46-9) → N-benzyl-2-(acetamido)-3-phenylacrylamide (55636-11-8)

Guidance literature:

In ethanol; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2012.04.102

Reference yield:

2-[(Z)-Acetylimino]-N-benzyl-3-phenyl-propionamide → (E)-2-Acetylamino-N-benzyl-3-phenyl-acrylamide (55636-11-8)

Guidance literature:

With potassium hydride; tert-butyl alcohol; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/ja00314a053

upstream raw materials:

benzylamine

(Z)-4-benzylidene-2-methyl-5(4H)-oxazolone

Ac-N-carboxy α-dehydrophenylalanine anhydride

N-carboxy-α-dehydrophenylalanine anhydride

Downstream raw materials:

4-benzylidene-1-benzyl-2-methylimidazol-5-one

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