(Z)-3-Amino-3-phenyl-acrylic acid ethyl ester

Base Information

• Chemical Name: (Z)-3-Amino-3-phenyl-acrylic acid ethyl ester
• CAS No.: 33831-72-0
• Molecular Formula: C11H13NO2
• Molecular Weight: 191.23
• NSC Number: 225260
• Nikkaji Number: J902.065I,J796.130H
• Mol file: 33831-72-0.mol

Synonyms:(Z)-3-Amino-3-phenyl-acrylic acid ethyl ester;53256-19-2;ethyl (Z)-3-amino-3-phenylprop-2-enoate;33831-72-0;NSC225260;SCHEMBL8227037;MFCD01107935;AS-5934;NSC-225260;(Z)-beta-Aminocinnamic acid ethyl ester;beta-Aminobenzeneacrylic acid ethyl ester;(Z)-3-Amino-3-phenyl-acrylicacidethylester;(2Z)-3-Amino-3-phenyl-2-propenoic acid ethyl ester

Chemical Property of (Z)-3-Amino-3-phenyl-acrylic acid ethyl ester

Chemical Property:

• Vapor Pressure: 7.28E-05mmHg at 25°C
• Boiling Point: 342.9°Cat760mmHg
• PKA: 3.93±0.70(Predicted)
• Flash Point: 189.7°C
• PSA: 52.32000
• Density: 1.099g/cm³
• LogP: 2.24960
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=C(C1=CC=CC=C1)N
• Isomeric SMILES: CCOC(=O)/C=C(/C1=CC=CC=C1)\N

Technology Process of (Z)-3-Amino-3-phenyl-acrylic acid ethyl ester

There total 15 articles about (Z)-3-Amino-3-phenyl-acrylic acid ethyl ester 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: 52.0%

3-phenyl-2H-azirine-2-carboxaldehyde (42970-55-8) + ethanol (64-17-5) → ethyl 3-amino-3-phenylprop-2-enoate (33831-72-0)

Guidance literature:

With 2-mesityl-5,6-dihydro-8H-[1,2,4]-triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate; caesium carbonate; In tetrahydrofuran; at 25 ℃; for 12h; Molecular sieve; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03378

Reference yield: 37.0%

Ethyl 2-oxo-3'-phenylspiro-4'-carboxylate (103457-73-4) → 1,8-Naphthalic anhydride (81-84-5) + ethyl 3-amino-3-phenylprop-2-enoate (33831-72-0)

Guidance literature:

With hydrogen; boric acid; nickel; In methanol; water; ethyl acetate; for 12h;

Reference yield: 18.0%

ethyl acetate (141-78-6) + benzonitrile (100-47-0) → ethyl 3-amino-3-phenylprop-2-enoate (33831-72-0)

Guidance literature:

With bromomagnesium diethylamide; In diethyl ether; toluene;

upstream raw materials:

ethyl 2-cyanoacetate

ethanol

urea

phenylpropynoic acid ethyl ester

Downstream raw materials:

3-amino-3-phenylpropionic acid ethyl ester

ethyl 3-oxo-3-phenylpropionate

ethyl 3-benzamido-3-phenylacrylate

ethyl 3-phenyl-1,2-thiazole-4-carboxylate