Ethyl N-acetyl-4-bromophenylalaninate

Base Information

• Chemical Name: Ethyl N-acetyl-4-bromophenylalaninate
• CAS No.: 140202-28-4
• Molecular Formula: C₁₃H₁₆BrNO₃
• Molecular Weight: 314.179
• DSSTox Substance ID: DTXSID20569523
• Mol file: 140202-28-4.mol

Synonyms:140202-28-4;Ethyl N-acetyl-4-bromophenylalaninate;ethyl 2-acetamido-3-(4-bromophenyl)propanoate;Ac-dl-phe(4-br)-oet;SCHEMBL5887220;DTXSID20569523

Chemical Property of Ethyl N-acetyl-4-bromophenylalaninate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.536
• Boiling Point: 453.2°Cat760mmHg
• Flash Point: 227.9°C
• PSA: 55.40000
• Density: 1.361g/cm³
• LogP: 2.45030
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 313.03136
• Heavy Atom Count: 18
• Complexity: 288

Purity/Quality:

95% ^*data from raw suppliers

AC-DL-PHE-(4-BROMO)-OET 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC=C(C=C1)Br)NC(=O)C

Technology Process of Ethyl N-acetyl-4-bromophenylalaninate

There total 4 articles about Ethyl N-acetyl-4-bromophenylalaninate 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:

diethyl (acetylamino)<(4-bromophenyl)methyl>propanedioate (71078-92-7) → ethyl 4-bromo-N-acetylphenylalaninate (140202-28-4)

Guidance literature:

With hydrogenchloride; potassium trimethylsilonate; Yield given. Multistep reaction; 1.)a) THF, RT, 18 h, 2.) toluene, reflux, 5 h;

DOI:10.1021/jm00086a004

Reference yield:

1-bromomethyl-4-bromobenzene (589-15-1) → ethyl 4-bromo-N-acetylphenylalaninate (140202-28-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium ethoxide / 1.) RT, overnight, 2.) EtOH, RT, 48 h

2: 1.)a)potassium trimethylsilanolate, b) 1 N aq. HCl / 1.)a) THF, RT, 18 h, 2.) toluene, reflux, 5 h

With hydrogenchloride; potassium trimethylsilonate; sodium ethanolate;

DOI:10.1021/jm00086a004

Reference yield:

2-acetylaminomalonic acid diethyl ester (1068-90-2) → ethyl 4-bromo-N-acetylphenylalaninate (140202-28-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium ethoxide / 1.) RT, overnight, 2.) EtOH, RT, 48 h

2: 1.)a)potassium trimethylsilanolate, b) 1 N aq. HCl / 1.)a) THF, RT, 18 h, 2.) toluene, reflux, 5 h

With hydrogenchloride; potassium trimethylsilonate; sodium ethanolate;

DOI:10.1021/jm00086a004

upstream raw materials:

diethyl (acetylamino)<(4-bromophenyl)methyl>propanedioate

1-bromomethyl-4-bromobenzene

2-acetylaminomalonic acid diethyl ester

(±)-ethyl 2-amino-3-(4-bromophenyl)propanoate

Downstream raw materials:

N-acetyl-4-bromophenylalanine