N-carbamoyl-L-valine

Base Information

• Chemical Name: N-carbamoyl-L-valine
• CAS No.: 26081-02-7
• Molecular Formula: C6H12N2O3
• Molecular Weight: 160.173
• European Community (EC) Number: 841-079-9
• DSSTox Substance ID: DTXSID00357526
• Nikkaji Number: J785.099I
• Wikidata: Q27121455
• Metabolomics Workbench ID: 57185
• Mol file: 26081-02-7.mol

Synonyms:N-carbamoyl-L-valine;26081-02-7;(2S)-2-(carbamoylamino)-3-methylbutanoic acid;L-Valine, N-(aminocarbonyl)-;(2S)-2-[(aminocarbonyl)amino]-3-methylbutanoic acid;(S)-3-Methyl-2-ureidobutanoic acid;SCHEMBL4318209;CHEBI:49054;DTXSID00357526;(S)-3-Methyl-2-ureidobutanoicacid;AKOS010371608;CS-0263500;EN300-87528;Q27121455

Chemical Property of N-carbamoyl-L-valine

Chemical Property:

• XLogP3: -1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 160.08479225
• Heavy Atom Count: 11
• Complexity: 167

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-carbamoyl-L-valine

There total 2 articles about N-carbamoyl-L-valine 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:

5-isopropyl-imidazolidine-2,4-dione (16935-34-5) → L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + (S)-N-carbamoyl-valine (26081-02-7)

Guidance literature:

With Bacillus brevis AJ-12299; tris hydrochloride; at 30 ℃; for 24h; Product distribution; pH=7.0, effect of reaction time, temperature and pH, further buffers and mutant Bacillus;

Reference yield:

(5S)-5-(propan-2-yl)imidazolidine-2,4-dione (40856-74-4) → L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + (S)-N-carbamoyl-valine (26081-02-7)

Guidance literature:

With Tris-HCl buffer; Bacillus brevis AJ-12299 No_.102; potassium chloride; magnesium sulfate; ATP; at 30 ℃; for 2h; Product distribution; Mechanism; effect of pH, temperature and ions further substrates;

Reference yield: 86.0%

sodium glycinate (6000-44-8) + (S)-N-carbamoyl-valine (26081-02-7) → valylglycine (686-43-1,6491-60-7)

Guidance literature:

(S)-N-carbamoyl-valine; With NO_x; oxygen; In water; at 20 ℃; under 760.051 Torr;

sodium glycinate; With sodium carbonate; In sodium hydroxide; acetonitrile; at -10 ℃; for 2h; Further stages.;

DOI:10.1002/1099-0690(200203)2002:6<1026::AID-EJOC1026>3.0.CO;2-C

upstream raw materials:

5-isopropyl-imidazolidine-2,4-dione

(5S)-5-(propan-2-yl)imidazolidine-2,4-dione

Downstream raw materials:

L-valine

valylglycine

2,4-imidazolidinedione

(5S)-5-(propan-2-yl)imidazolidine-2,4-dione

Refernces

• 1、 Yamashiro, Akihiro,Kubota, Koji,Yokozeki, Kenzo. "Mechanism of Stereospecific Production of L-Amino Acids from the Corresponding 5-Substituted Hydantoins by Bacillus brevis". . p. 2857 - 2864. Retrieved 2007/10/02.