(S)-tert-butyl N-acetyl-2-bromophenylalaninate

Base Information

• Chemical Name: (S)-tert-butyl N-acetyl-2-bromophenylalaninate
• CAS No.: 533902-93-1
• Molecular Formula: C₁₅H₂₀BrNO₃
• Molecular Weight: 342.233
• Mol file: 533902-93-1.mol

Synonyms:(S)-tert-butyl N-acetyl-2-bromophenylalaninate

Chemical Property of (S)-tert-butyl N-acetyl-2-bromophenylalaninate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl N-acetyl-2-bromophenylalaninate

There total 4 articles about (S)-tert-butyl N-acetyl-2-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:

acetyl chloride (75-36-5) + (S)-2-amino-3-(2-bromophenyl)-propionic acid tert-butyl ester (557796-87-9) → (S)-tert-butyl N-acetyl-2-bromophenylalaninate (533902-93-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/ja021244h

Reference yield:

N-(diphenylmethylene)glycine tert-butyl ester (81477-94-3) → (S)-tert-butyl N-acetyl-2-bromophenylalaninate (533902-93-1)

Guidance literature:

Multi-step reaction with 3 steps

1: R₄N⁽¹⁺⁾*Br^(1-) containing (R)-1,1'-binaphthyl moiety; aq. KOH / toluene / 24 h / 0 °C

2: aq. citric acid / tetrahydrofuran / 3 h / 20 °C

3: 144 mg / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With potassium hydroxide; R₄N⁽¹⁺⁾*Br^(1-) containing (R)-1,1'-binaphthyl moiety; triethylamine; citric acid; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1021/ja021244h

Reference yield:

2-(benzhydrylidene-amino)-3-(2-bromo-phenyl)-propionic acid tert-butyl ester (496790-43-3) → (S)-tert-butyl N-acetyl-2-bromophenylalaninate (533902-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. citric acid / tetrahydrofuran / 3 h / 20 °C

2: 144 mg / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With triethylamine; citric acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja021244h

upstream raw materials:

acetyl chloride

(S)-2-amino-3-(2-bromophenyl)-propionic acid tert-butyl ester

N-(diphenylmethylene)glycine tert-butyl ester

2-(benzhydrylidene-amino)-3-(2-bromo-phenyl)-propionic acid tert-butyl ester

Refernces