(R)-2-Benzamido-2-phenylacetic acid

Base Information

• Chemical Name: (R)-2-Benzamido-2-phenylacetic acid
• CAS No.: 10419-67-7
• Molecular Formula: C15H13NO3
• Molecular Weight: 255.273
• Hs Code.: 2924299090
• European Community (EC) Number: 691-541-7
• DSSTox Substance ID: DTXSID00426221
• Nikkaji Number: J61.857H
• Mol file: 10419-67-7.mol

Synonyms:(R)-2-Benzamido-2-phenylacetic acid;10419-67-7;n-benzoyl-d-phenylglycine;(2R)-2-benzamido-2-phenylacetic acid;(?)-alpha-Phenylhippuric acid;SCHEMBL18232126;DTXSID00426221;MFCD02684297;AKOS010386653;CS-W020379;DS-16147;Benzeneacetic acid,a-(benzoylamino)-,(ar)-;(R)-2-BenZamido-2-phenylacetic acid (BZ-D-Phg-OH);Z756461928

Chemical Property of (R)-2-Benzamido-2-phenylacetic acid

Chemical Property:

• PSA: 66.40000
• LogP: 2.63320
• Storage Temp.: Sealed in dry,Room Temperature
• 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:

98%,99%, ^*data from raw suppliers

(R)-2-Benzamido-2-phenylaceticacid 95+% ^*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 (R)-2-Benzamido-2-phenylacetic acid

There total 20 articles about (R)-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: 89.0%

(R)-N-[α-(2-furyl)benzyl]benzamide (188772-85-2) → N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid (10419-67-7)

Guidance literature:

With ozone; In methanol; at -78 ℃; for 0.25h;

DOI:10.1002/hlca.200390022

Reference yield: 83.0%

(R)-phenylglycine (875-74-1) + benzoyl chloride (98-88-4) → N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid (10419-67-7)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 168000h;

DOI:10.1039/b617607k

Reference yield: 67.0%

(S)-2-phenylglycine (2935-35-5) + benzyl alcohol (100-51-6,185532-71-2) → N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid (10419-67-7)

Guidance literature:

With [Ru(Cl)(CO)(κ2-S,NN-N-(4-methylphenyl)pyridine-2-thiocarboxamide)(AsPh3)2]; In tert-butyl alcohol; at 62 ℃; for 8h;

DOI:10.1021/om500556b

upstream raw materials:

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

(R)-N-[α-(2-furyl)benzyl]benzamide

N-benzoyl-2-phenylglycine

(R)-phenylglycine

Downstream raw materials:

Bz-Phg-Val-OMe

Bz-D-Phg-Val-OMe

(R)-N-benzyl-2-phenylglycinol

(R)-phenylglycine

Refernces

• 1、 Nakafuku, Kohki M.,Zhang, Zuxiao,Wappes, Ethan A.,Stateman, Leah M.,Chen, Andrew D.,Nagib, David A.. "Enantioselective radical C–H amination for the synthesis of β-amino alcohols". . p. 697 - 704. Retrieved 2020/07/02.
• 2、 Sindhuja, Elangovan,Ramesh, Rengan,Balaji, Sundarraman,Liu, Yu. "Direct synthesis of amides from coupling of alcohols and amines catalyzed by ruthenium(II) thiocarboxamide complexes under aerobic conditions". . p. 4269 - 4278. Retrieved 2014/12/09.