2-Hydroxy-4-methylvaleric acid

Base Information

• Chemical Name: 2-Hydroxy-4-methylvaleric acid
• CAS No.: 498-36-2
• Deprecated CAS: 10303-64-7,26671-68-1,359875-10-8
• Molecular Formula: C₆H₁₂O₃
• Molecular Weight: 132.159
• Hs Code.: 2918199890
• European Community (EC) Number: 207-860-8,233-677-8
• UNII: 8RN4NSX3TY
• DSSTox Substance ID: DTXSID80862047
• Nikkaji Number: J6.108E
• Wikipedia: 2-Hydroxyisocaproic_acid
• Wikidata: Q17037730
• Metabolomics Workbench ID: 1498
• ChEMBL ID: CHEMBL3247392
• Mol file: 498-36-2.mol

Synonyms:2-hydroxyisocaproic acid;alpha-hydroxyisocaproic acid;alpha-hydroxyisocaproic acid, (R)-isomer;alpha-hydroxyisocaproic acid, (S)-isomer;alpha-hydroxyisocaproic acid, calcium (2:1) salt, (S)-isomer;alpha-hydroxyisocaproic acid, monosodium salt

Chemical Property of 2-Hydroxy-4-methylvaleric acid

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 78-80 °C(lit.)
• Refractive Index: 1.458
• Boiling Point: 251.314 °C at 760 mmHg
• PKA: 3.86±0.21(Predicted)
• Flash Point: 120.052 °C
• PSA: 57.53000
• Density: 1.097 g/cm³
• LogP: 0.47800
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water. (82 g/L) at 25°C.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 132.078644241
• Heavy Atom Count: 9
• Complexity: 98.5

Purity/Quality:

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

LeucicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-21
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CC(C(=O)O)O
• Uses: 2-Hydroxy-4-methylvaleric acid is used as nutrients, stabilizers, surfactants and emulsifiers.

Technology Process of 2-Hydroxy-4-methylvaleric acid

There total 79 articles about 2-Hydroxy-4-methylvaleric 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: 98.0%

2-hydroxy-4-methylvaleric acid methyl ester (40348-72-9) → (R)-2-hydroxy-4-methylpentanoic acid (20312-37-2,498-36-2)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; for 3h; Ambient temperature;

Reference yield: 93.8%

(R)-leucine (328-38-1,21675-61-6,25248-98-0,70-45-1) → (R)-2-hydroxy-4-methylpentanoic acid (20312-37-2,498-36-2)

Guidance literature:

With sulfuric acid; sodium nitrite; In water; at 5 - 20 ℃;

DOI:10.1021/np800607x

Reference yield: 86.0%

D-Hyicap-OtBu (19892-92-3) → (R)-2-hydroxy-4-methylpentanoic acid (20312-37-2,498-36-2)

Guidance literature:

With hydrogenchloride; In dichloromethane;

DOI:10.1016/S0040-4039(00)95997-5

upstream raw materials:

isobutyl glyoxal

(R)-leucine

L-leucine

(R)-6-methyl-hept-2c-en-4-ol

Downstream raw materials:

ethyl (S)-2-hydroxy-4-methylpentanoate

(2S)-2-[3-[(2R)-2-(tert-butoxycarbonylamino)-3-(4-methoxyphenyl)propanoylamino]propanoyloxy]-4-methylpentanoic acid

(S)-2-{(S)-3-[(R)-2-tert-Butoxycarbonylamino-3-(4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoic acid

Refernces

• 1、 Ehling-Schulz, Monika,Hofmann, Thomas F.,Kranzler, Markus,Stark, Timo D.,Walser, Veronika. "Structure revision of isocereulide A, an isoform of the food poisoning emetic Bacillus cereus toxin cereulide". supporting information. . Retrieved 2021/05/31.
• 2、 Hernández-Ruiz, Raquel,Rubio-Presa, Rubén,Suárez-Pantiga, Samuel,Pedrosa, María R.,Fernández-Rodríguez, Manuel A.,Tapia, M. José,Sanz, Roberto. "Mo–Catalyzed One-Pot Synthesis of N-Polyheterocycles from Nitroarenes and Glycols with Recycling of the Waste Reduction Byproduct. Substituent-Tuned Photophysical Properties". supporting information. p. 13613 - 13623. Retrieved 2021/08/23.