2-(Carbamoylamino)-2-phenylacetic acid

Base Information

• Chemical Name: 2-(Carbamoylamino)-2-phenylacetic acid
• CAS No.: 5616-20-6
• Molecular Formula: C₉H₁₀N₂O₃
• Molecular Weight: 194.19
• DSSTox Substance ID: DTXSID30403944
• Nikkaji Number: J1.149.448J
• Mol file: 5616-20-6.mol

Synonyms:2-(carbamoylamino)-2-phenylacetic acid;[(aminocarbonyl)amino](phenyl)acetic acid;2-Phenyl-2-ureidoacetic acid;82264-50-4;5616-20-6;N-carbamoyl-2-phenylglycine;2-Phenyl-2-ureidoaceticacid;Oprea1_809084;N-carbamoyl-alpha-phenylglycine;SCHEMBL7471144;DTXSID30403944;GIOUOHDKHHZWIQ-UHFFFAOYSA-N;AKOS000263888;AKOS016900033;CS-0243551;EN300-26540;Z223639260

Chemical Property of 2-(Carbamoylamino)-2-phenylacetic acid

Chemical Property:

• Vapor Pressure: 9.81E-07mmHg at 25°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 194.06914219
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

98%Min ^*data from raw suppliers

[(AMINOCARBONYL)AMINO](PHENYL)ACETIC ACID 95.00% ^*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)N

Technology Process of 2-(Carbamoylamino)-2-phenylacetic acid

There total 18 articles about 2-(Carbamoylamino)-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: 92.0%

(S)-2-phenylglycine (2935-35-5) + urea (57-13-6) → C9H10N2O3 (5616-20-6)

Guidance literature:

With sodium hydroxide; for 0.0666667h; microwave irradiation;

DOI:10.1080/00397910701317068

Reference yield: 90.0%

5-phenylimidazolidine-2,4-dione (89-24-7,27534-86-7) → D-(-)-N-carbamoyl phenyl glycine (6489-76-5,5616-20-6)

Guidance literature:

With D-hydantoinase 2; In water; at 50 ℃; for 0.6h; pH 8.5;

DOI:10.1016/0957-4166(95)00157-K

Reference yield: 89.0%

(R)-phenylglycine hydrochloride (25705-52-6) → D-(-)-N-carbamoyl phenyl glycine (6489-76-5,5616-20-6)

Guidance literature:

With potassium cyanate; In water; at 60 ℃; for 4h;

DOI:10.1016/S0040-4020(01)90026-2

upstream raw materials:

5-phenylimidazolidine-2,4-dione

potassium cyanate

phenylglycin

phenylglyoxal hydrate

Downstream raw materials:

(S)-2-phenylglycine

(5R)-5-phenyl-2,4-imidazolinedione

Refernces

• 1、 Beller, Matthias,Eckert, Markus,Moradi, Wahed A.,Neumann, Helfried. "Palladium-catalyzed synthesis of substituted hydantoins - A new carbonylation reaction for the synthesis of amino acid derivatives". . p. 1454 - 1457. Retrieved 2007/10/03.
• 2、 Yokozeki, Kenzo,Kubota, Koji. "Mechanism of Asymmetric Production of D-Amino Acids from the Corresponding Hydantoins by Pseudomonas sp.". . p. 721 - 728. Retrieved 2007/10/02.