N-Benzoyl-L-Phenylalanine Methyl Ester

Base Information

• Chemical Name: N-Benzoyl-L-Phenylalanine Methyl Ester
• CAS No.: 3005-61-6
• Deprecated CAS: 106535-78-8
• Molecular Formula: C17H17NO3
• Molecular Weight: 283.327
• Nikkaji Number: J503.105B
• ChEMBL ID: CHEMBL3278830
• Mol file: 3005-61-6.mol

Synonyms:N-Benzoyl-L-Phenylalanine Methyl Ester;3005-61-6;methyl (2S)-2-benzamido-3-phenylpropanoate;METHYL (2S)-3-PHENYL-2-(PHENYLFORMAMIDO)PROPANOATE;SCHEMBL1793176;CHEMBL3278830;BRQQPHKRRCUYLA-HNNXBMFYSA-N;benzoyl-l-phenylalanine methyl ester;N-Benzoyl-L-PhenylalanineMethylEster;AKOS037645804;AC-28401;AS-63726;(S)-methyl 2-benzamido-3-phenylpropanoate;L-Phenylalanine, N-benzoyl-, methyl ester;A852351

Chemical Property of N-Benzoyl-L-Phenylalanine Methyl Ester

Chemical Property:

• Appearance/Colour: solid or liquid
• Melting Point: 83-85 oC
• PSA: 55.40000
• Density: 1.161
• LogP: 2.59160
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 283.12084340
• Heavy Atom Count: 21
• Complexity: 344

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CC1=CC=CC=C1)NC(=O)C2=CC=CC=C2
• Isomeric SMILES: COC(=O)[C@H](CC1=CC=CC=C1)NC(=O)C2=CC=CC=C2

Technology Process of N-Benzoyl-L-Phenylalanine Methyl Ester

There total 46 articles about N-Benzoyl-L-Phenylalanine Methyl 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%

methanol (67-56-1) + N-benzoyl-L-phenylalanine (2566-22-5) → methyl (S)-2-(benzoylamino)-3-phenylpropanoate (3005-61-6)

Guidance literature:

With thionyl chloride; at 20 ℃; for 24h;

DOI:10.1016/j.bmcl.2006.06.003

Reference yield: 99.0%

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) + benzoyl chloride (98-88-4) → methyl (S)-2-(benzoylamino)-3-phenylpropanoate (3005-61-6)

Guidance literature:

With potassium carbonate; In chloroform; for 3h; Heating;

DOI:10.1002/jhet.5570410109

Reference yield: 96.0%

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) + benzaldehyde (100-52-7) → methyl (S)-2-(benzoylamino)-3-phenylpropanoate (3005-61-6)

Guidance literature:

With tert.-butylhydroperoxide; copper(ll) sulfate pentahydrate; calcium carbonate; In water; acetonitrile; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo301252c DOI:10.1021/jo301252c

upstream raw materials:

methyl (Z)-2-benzoylamino-3-phenyl-2-propenoate

benzoic acid

methanol

N-benzoyl-L-phenylalanine

Downstream raw materials:

N-benzoyl-L-phenylalanine

Bz-Phe-NH₂

N-((S)-1-((S)-1-(hydroxyamino)-5-(3-nitroguanidino)-1-oxopentan-2-ylamino)-1-oxo-3-phenylpropan-2-yl) benzamide

Refernces

• 1、 Xu-Xu, Qing-Feng,Nishii, Yuji,Uetake, Yuta,Sakurai, Hidehiro,Miura, Masahiro. "Synthesis of Benzoisoselenazolones via Rh(III)-Catalyzed Direct Annulative Selenation by Using Elemental Selenium". supporting information. p. 17952 - 17959. Retrieved 2021/11/16.
• 2、 Adebomi, Victor,Sriram, Mahesh,Streety, Xavier,Raj, Monika. "Metal-Free Selective Modification of Secondary Amides: Application in Late-Stage Diversification of Peptides". . p. 6189 - 6193. Retrieved 2021/08/01.