(2S,3S)-2-(carbamoylamino)-3-methylpentanoic acid

Base Information

• Chemical Name: (2S,3S)-2-(carbamoylamino)-3-methylpentanoic acid
• CAS No.: 26117-19-1
• Molecular Formula: C7H14 N2 O3
• Molecular Weight: 174.2
• Hs Code.: 2924199090
• European Community (EC) Number: 841-364-8
• Nikkaji Number: J536.016A
• Mol file: 26117-19-1.mol

Synonyms:(2S,3S)-2-(carbamoylamino)-3-methylpentanoic acid;N-carbamoyl-L-isoleucine;SCHEMBL1234867;AXURSAQTBIXUTE-WHFBIAKZSA-N;AKOS010374169;N-CARBAMYL-L-ISOLEUCINE WITH D-ALLO;CS-0263499;EN300-87527

Chemical Property of (2S,3S)-2-(carbamoylamino)-3-methylpentanoic acid

Chemical Property:

• Vapor Pressure: 5.96E-05mmHg at 25°C
• Boiling Point: 321.9°Cat760mmHg
• Flash Point: 148.5°C
• PSA: 96.24000
• Density: 1.168g/cm³
• LogP: -0.27600
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 174.10044231
• Heavy Atom Count: 12
• Complexity: 182

Purity/Quality:

98%Min ^*data from raw suppliers

3-Methyl-2-ureido-pentanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2S,3S)-2-(carbamoylamino)-3-methylpentanoic acid

There total 4 articles about (2S,3S)-2-(carbamoylamino)-3-methylpentanoic 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: 80.0%

potassium cyanate (590-28-3) + L-isoleucine (73-32-5,959215-79-3,18875-42-8) → (2S,3S)-3-methyl-2-ureidopentanoic acid (26117-19-1)

Guidance literature:

In water; at 80 ℃; for 1h; Microwave irradiation;

DOI:10.1002/jlcr.3041

Reference yield:

L-5-(1-methylpropyl)hydantoin (625111-97-9,668492-75-9) → (2S,3S)-3-methyl-2-ureidopentanoic acid (26117-19-1)

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:

L-5-sec-butylhydantoin (449797-18-6,625111-97-9,668492-75-9) → (2S,3S)-3-methyl-2-ureidopentanoic acid (26117-19-1)

Guidance literature:

With 5-substituted hydantoin hydrolysing-enzyme; potassium chloride; tris hydrochloride; magnesium sulfate; ATP; at 30 ℃; for 20h;

upstream raw materials:

L-isoleucine

L-5-sec-butylhydantoin

L-5-(1-methylpropyl)hydantoin

potassium cyanate

Downstream raw materials:

2,4-imidazolidinedione

5-(1-methylpropyl)-2,4-imidazolidinedione

L-isoleucine

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.