N-benzoyl-L-phenylalanine ethyl ester

Base Information

• Chemical Name: N-benzoyl-L-phenylalanine ethyl ester
• CAS No.: 7200-18-2
• Molecular Formula: C₁₈H₁₉NO₃
• Molecular Weight: 297.354
• Mol file: 7200-18-2.mol

Synonyms:(S)-N-benzoylphenylalanine ethyl ester;(S)-ethyl 2-benzamido-3-phenylpropanoate;N-benzoyl-L-phenylalanine ethyl ester;(S)-2-(N-benzoylamino)-3-phenylpropanoic acid ethyl ester;ethyl 2-benzamido-3-phenylpropanoate;(S)-2-Benzoylamino-3-phenyl-propionic acid ethyl ester;N-Benzoylphenylalanine ethyl ester;

Chemical Property of N-benzoyl-L-phenylalanine ethyl ester

Chemical Property:

• PSA: 55.40000
• LogP: 2.98170

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-benzoyl-L-phenylalanine ethyl ester

There total 22 articles about N-benzoyl-L-phenylalanine 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: 100.0%

ethanol (64-17-5) + N-benzoyl-L-phenylalanine (2566-22-5) → (S)-ethyl N-benzoyl-phenylalaninate (19817-70-0,64896-35-1,7200-18-2)

Guidance literature:

With α-chymotrypsin; In chloroform; water;

Reference yield: 99.0%

H-Phe-OEt (3081-24-1) + benzoic acid (65-85-0,8013-63-6) → (S)-ethyl N-benzoyl-phenylalaninate (19817-70-0,64896-35-1,7200-18-2)

Guidance literature:

With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine; In toluene; at 20 ℃; for 5h;

DOI:10.1039/c9ob00699k

Reference yield: 98.0%

(L)-phenylalanine ethyl ester hydrochloride (3182-93-2) + benzaldehyde (100-52-7) → (S)-ethyl N-benzoyl-phenylalaninate (19817-70-0,64896-35-1,7200-18-2)

Guidance literature:

With ferrous(II) sulfate heptahydrate; tert-butyl hydroperoxide; calcium carbonate; In water; acetonitrile; at 60 ℃; for 8h; Inert atmosphere;

DOI:10.1002/adsc.201200020

upstream raw materials:

ethanol

N-benzoyl-L-phenylalanine

(Z)-ethyl 2-benzamido-3-phenylacrylate

(L)-phenylalanine ethyl ester hydrochloride

Downstream raw materials:

ethanol

N-benzoyl-L-phenylalanine

N-thiobenzoyl S-phenylalanine ethyl ester

1-(2-benzamido-3-phenylpropanoyl)-4-phenylthiosemicarbazide

Refernces

• 1、 Wang, Shi-Meng,Zhao, Chuang,Zhang, Xu,Qin, Hua-Li. "Clickable coupling of carboxylic acids and amines at room temperature mediated by SO2F2: A significant breakthrough for the construction of amides and peptide linkages". supporting information. p. 4087 - 4101. Retrieved 2019/04/30.
• 2、 Wei, Qingyi,Wang, Xiaomei,Cheng, Jun-Hu,Zeng, Guangxiang,Sun, Da-Wen. "Synthesis and antimicrobial activities of novel sorbic and benzoic acid amide derivatives". . p. 220 - 232. Retrieved 2018/06/26.