3-Methyl-2-ureido-butyric acid

Base Information

• Chemical Name: 3-Methyl-2-ureido-butyric acid
• CAS No.: 26081-00-5
• Molecular Formula: C6H12 N2 O3
• Molecular Weight: 160.173
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID20408862
• Nikkaji Number: J22.103A
• Wikidata: Q27121454
• Mol file: 26081-00-5.mol

Synonyms:26081-00-5;2-(carbamoylamino)-3-methylbutanoic acid;3-METHYL-2-UREIDO-BUTYRIC ACID;N-carbamoylvaline;N-Carbamoyl-DL-valine;Oprea1_179250;3-Methyl-2-ureidobutanoicacid;SCHEMBL6333157;3-Methyl-2-ureidobutanoic acid;CHEBI:49053;DTXSID20408862;HMS1724J04;ss- Methyl-a-ureido-n-buttersaure;BBA08102;3-METHYL-2-UREIDO-BUTYRICACID;AKOS000263983;AKOS016879613;NCGC00331479-01;CS-0219570;EN300-04356;2-[(aminocarbonyl)amino]-3-methylbutanoic acid;AB01326143-02;J-016245;Q27121454;Z56862686

Chemical Property of 3-Methyl-2-ureido-butyric acid

Chemical Property:

• Vapor Pressure: 0.000135mmHg at 25°C
• Boiling Point: 310.2°Cat760mmHg
• Flash Point: 141.4°C
• PSA: 93.41000
• Density: 1.208g/cm³
• LogP: 0.66860
• 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:

N-Carbamoyl-DL-valine 95% ^*data from reagent 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

Technology Process of 3-Methyl-2-ureido-butyric acid

There total 3 articles about 3-Methyl-2-ureido-butyric 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: 53.0%

potassium cyanate (590-28-3) + D,L-valine (516-06-3,25609-85-2,7004-03-7,921-10-8) → N-carbamoyl-valine (26081-00-5)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c8ra03761b

Reference yield:

L-5-isopropylhydantoin → N-carbamoyl-valine (26081-00-5)

Guidance literature:

With sodium phosphate buffer pH 7.0; at 60 ℃; for 0.5h; Yield given; DL-hydantoinase from the cells of Bacillus stearothermophilus NS₁₁₂₂A;

DOI:10.1080/bbb.58.265

Reference yield:

D,L-valine (516-06-3,25609-85-2,7004-03-7,921-10-8) + urea (57-13-6) → N-carbamoyl-valine (26081-00-5)

Guidance literature:

With barium dihydroxide;

upstream raw materials:

D,L-valine

urea

potassium cyanate

Downstream raw materials:

5-isopropyl-imidazolidine-2,4-dione

4-isopropyl-2,5-oxazolidinedione

L-valine

Refernces

• 1、 Ishikawa,Mukohara,Watabe,Kobayashi,Nakamura. "Microbial conversion of DL-5-substituted hydantoins to the corresponding L-amino acids by Bacillus stearothermophilus NS1122A". . p. 265 - 270. Retrieved 2007/10/02.