N-Benzoyl-D-phenylalanine

Base Information

• Chemical Name: N-Benzoyl-D-phenylalanine
• CAS No.: 37002-52-1
• Molecular Formula: C16H15NO3
• Molecular Weight: 269.3
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60352239
• Nikkaji Number: J231.704D
• Wikidata: Q27162528
• ChEMBL ID: CHEMBL302649
• Mol file: 37002-52-1.mol

Synonyms:benzoylphenylalanine;benzoylphenylalanine, (DL)-isomer;N-benzoyl-D-phenylalanine

Chemical Property of N-Benzoyl-D-phenylalanine

Chemical Property:

• Boiling Point: 532 °C at 760 mmHg
• Flash Point: 275.5 °C
• PSA: 66.40000
• Density: 1.232 g/cm³
• LogP: 2.50320
• Storage Temp.: Store at 0°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 269.10519334
• Heavy Atom Count: 20
• Complexity: 331

Purity/Quality:

99% ^*data from raw suppliers

Bz-D-Phe-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-Benzoyl-D-phenylalanine

There total 68 articles about N-Benzoyl-D-phenylalanine 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%

(Z)-2-benzamidocinnamic acid (26348-47-0) → DL-N-benzoylphenylalanine (2566-22-5,2901-76-0,37002-52-1)

Guidance literature:

With hydrogen; for 0.00277778h;

DOI:10.1021/acs.jpca.5b06802

Reference yield: 99.0%

Phenylalanine (150-30-1,25191-15-5,658-69-5,67675-33-6) + benzoyl chloride (98-88-4) → DL-N-benzoylphenylalanine (2566-22-5,2901-76-0,37002-52-1)

Guidance literature:

With sodium hydroxide; N-ethyl-N,N-diisopropylamine; In water; 1.) 0 deg C, 30 min; 2.) up to RT, 30 min;

Reference yield: 98.0%

→ DL-N-benzoylphenylalanine (2566-22-5,2901-76-0,37002-52-1)

Guidance literature:

With hydrogen; In methanol; for 72h; under 760 Torr;

DOI:10.1016/S0040-4020(01)82411-X

upstream raw materials:

2-benzoylaminocinnamic acid

Phenylalanine

benzoyl chloride

(4Z)-4-benzylidene-2-phenyl-1,3-oxazol-5(4H)-one

Downstream raw materials:

N-(1-benzyl-2-oxo-propyl)-benzamide

L-phenylalanine

N-benzoyl-L-phenylalanine

D-(R)-phenylalanine

Refernces

• 1、 Ni, Qijian,Wang, Xuyang,Xu, Fangfang,Chen, Xiaoyun,Song, Xiaoxiao. "Organocatalytic asymmetric [4+2] cyclization of 2-benzothiazolimines with azlactones: Access to chiral benzothiazolopyrimidine derivatives". supporting information. p. 3155 - 3158. Retrieved 2020/03/23.
• 2、 Arfan, M.,Fatima, T.,Mannan, A.,Tahira, A.. "A Facile Approach to the Synthesis of Benzothiazoles from N-Protected Amino Acids". . p. 292 - 297. Retrieved 2020/04/21.