4-nitrophenyl N-acetylphenylalaninate

Base Information

• Chemical Name: 4-nitrophenyl N-acetylphenylalaninate
• CAS No.: 14009-94-0
• Molecular Formula: C17H16 N2 O5
• Molecular Weight: 328.324
• Mol file: 14009-94-0.mol

Synonyms:Alanine,N-acetyl-3-phenyl-, p-nitrophenyl ester (7CI); Alanine, N-acetyl-3-phenyl-,p-nitrophenyl ester, L- (8CI); (S)-N-Acetyl-3-phenylalanine p-nitrophenylester; 4-Nitrophenyl N-acetylphenylalaninate; N-Acetyl-L-phenylalaninep-nitrophenyl ester; N-Acetylphenylalanine 4-nitrophenyl ester;N-Acetylphenylalanine p-nitrophenyl ester; p-Nitrophenyl N-acetyl-L-phenylalaninate

Chemical Property of 4-nitrophenyl N-acetylphenylalaninate

Chemical Property:

• Vapor Pressure: 1.8E-13mmHg at 25°C
• Boiling Point: 580.5°C at 760 mmHg
• Flash Point: 304.9°C
• Density: 1.285g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-nitrophenyl N-acetylphenylalaninate

There total 4 articles about 4-nitrophenyl N-acetylphenylalaninate 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: 63.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + (S)-2-acetylamino-3-phenylpropanoic acid (2018-61-3) → N-acetyl-L-phenylalanine 4-nitrophenyl ester (14009-94-0)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 50 ℃; for 8h;

DOI:10.1021/ja075075i

Reference yield:

acetic anhydride (108-24-7) + N-(S)-phenylalanine 4-nitrophenyl ester hydrobromide (14131-88-5) → N-acetyl-L-phenylalanine 4-nitrophenyl ester (14009-94-0)

Guidance literature:

With triethylamine; In DMF (N,N-dimethyl-formamide); at 0 - 20 ℃; for 0.5h;

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N-(Benzyloxycarbonyl)-L-phenylalanine (1161-13-3) + acetic anhydride (108-24-7) → p-nitrophenyl N-acetyl-L-phenylalaninate (14009-94-0)

Guidance literature:

Multistep reaction;

DOI:10.1021/jo00194a019

upstream raw materials:

4-nitro-phenol

(S)-2-acetylamino-3-phenylpropanoic acid

acetic anhydride

N-(S)-phenylalanine 4-nitrophenyl ester hydrobromide

Downstream raw materials:

p-nitrophenolate

4-nitro-phenol

p-Nitrophenyl-L-phenylalaninate

N-Acetyl-L-phenylalanine

Refernces

• 1、 Ekkati,Campanali,Abouelatta,Shamoun,Kalapugama,Kelley,Kodanko, Jeremy J.. "Preparation of N-acetyl, tert-butyl amide derivatives of the 20 natural amino acids". scheme or table. p. 747 - 751. Retrieved 2010/08/05.
• 2、 -. "NOVEL ARYLAMIDINE DERIVATIVE OR SALT THEREOF". Page 117. . Retrieved 2010/02/09.