(2S)-2-benzamido-2-phenylacetic acid

Base Information

• Chemical Name: (2S)-2-benzamido-2-phenylacetic acid
• CAS No.: 7352-07-0
• Molecular Formula: C15H13NO3
• Molecular Weight: 255.273
• DSSTox Substance ID: DTXSID701032619
• Nikkaji Number: J61.856J
• ChEMBL ID: CHEMBL135966
• Mol file: 7352-07-0.mol

Synonyms:N-Benzoyl-L-phenylglycine;(2S)-2-benzamido-2-phenylacetic acid;7352-07-0;N-OCTYLBROMOACETATE;N-Benzoyl-(S)-phenylglycine;(+)-alpha-Phenylhippuric acid;CHEMBL135966;SCHEMBL10102772;DTXSID701032619;(S)-2-benzamido-2-phenylacetic acid;(3,5-DIMETHYL-1H-PYRAZOL-4-YL)ACETICACID

Chemical Property of (2S)-2-benzamido-2-phenylacetic acid

Chemical Property:

• PSA: 69.89000
• LogP: 2.81710
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 255.08954328
• Heavy Atom Count: 19
• Complexity: 317

Purity/Quality:

99% ^*data from raw suppliers

N-BENZOYL-L-PHENYLGLYCINE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2S)-2-benzamido-2-phenylacetic acid

There total 15 articles about (2S)-2-benzamido-2-phenylacetic acid 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: 94.0%

N-[(1R)-1-phenylprop-2-en-1-yl]benzamide (688362-39-2) → N-benzoyl-α-phenylglycine (7352-07-0)

Guidance literature:

With sodium periodate; ruthenium trichloride hydrate; In tetrachloromethane; water; acetonitrile; at 20 ℃; optical yield given as %ee;

DOI:10.1016/j.tetlet.2009.05.008

Reference yield: 75.0%

(S)-N-[(furan-2-yl)(phenyl)methyl]benzamide (188772-84-1) → N-benzoyl-α-phenylglycine (7352-07-0)

Guidance literature:

With ruthenium(IV) oxide; sodium periodate; water; In tetrachloromethane; acetonitrile; for 2h;

DOI:10.1055/s-1998-2227

Reference yield: 70.0%

(S)-2-phenylglycine (2935-35-5) + benzoyl chloride (98-88-4) → N-benzoyl-α-phenylglycine (7352-07-0)

Guidance literature:

With potassium hydroxide; for 1h;

DOI:10.1016/S0957-4166(00)82256-9

upstream raw materials:

2,4-diphenyl-4H-oxazol-5-one

(S)-2-phenylglycine

benzoyl chloride

(S)-N-[(furan-2-yl)(phenyl)methyl]benzamide

Downstream raw materials:

(R)-N-benzyl-2-phenylglycinol

(S)-benzoylamino-phenyl-acetic acid methyl ester

2,4,5-triphenyloxazole

2,4-diphenyl-4H-oxazol-5-one

Refernces

• 1、 Serra, Massimo,Bernardi, Eric,Marrubini, Giorgio,De Lorenzi, Ersilia,Colombo, Lino. "Palladium-catalyzed asymmetric decarboxylative allylation of azlactone enol carbonates: Fast access to enantioenriched α-allyl quaternary amino acids". . p. 732 - 741. Retrieved 2019/01/09.
• 2、 Yamada, Kohei,Kamimura, Naoto,Kunishima, Munetaka. "Development of a method for the synthesis of 2,4,5-trisubstituted oxazoles composed of carboxylic acid, amino acid, and boronic acid". . p. 1478 - 1485. Retrieved 2017/08/02.