24347-63-5

Basic information

• Product Name: 2-(S)-Hydroxy-3-methylbutyric acid methyl ester
• Synonyms: 2-(S)-Hydroxy-3-methylbutyric acid methyl ester;(S)-Methyl 2-hydroxy-3-methylbutanoate;methyl (S)-2-hydroxy-3-methylbutanoate;Butanoic acid, 2-hydroxy-3-methyl-, methyl ester, (2S)-
• CAS NO: 24347-63-5
• Molecular Formula: C₆H₁₂O₃
• Molecular Weight: 132.16
• Mol File: 24347-63-5.mol
• Article Data: 40

Chemical Properties

• Boiling Point: 165.6 °C at 760 mmHg
• Flash Point: 57.2 °C
• Appearance: /
• Density: 1.021g/cm³
• Vapor Pressure: 0.622mmHg at 25°C
• Refractive Index: 1.425
• Storage Temp.: 2-8°C
• PKA: 12.94±0.20(Predicted)
• CAS DataBase Reference: 2-(S)-Hydroxy-3-methylbutyric acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(S)-Hydroxy-3-methylbutyric acid methyl ester(24347-63-5)
• EPA Substance Registry System: 2-(S)-Hydroxy-3-methylbutyric acid methyl ester(24347-63-5)

Safety Data

• Hazardous Substances Data: 24347-63-5(Hazardous Substances Data)

Usage

Uses

(S)-Methyl 2-hydroxy-3-methylbutanoate is a useful research chemical.

InChI:InChI=1/C6H12O3/c1-4(2)5(7)6(8)9-3/h4-5,7H,1-3H3/t5-/m0/s1

Upstream product

• 67-56-1 methanol 
• 17407-55-5 (S)-2-Hydroxy-3-methylbutanoic acid 
• 3952-67-8 methyl 3-methyl-2-ketobutanoate 
• 219598-63-7 8a(S)-3-(2-propyl)-3-hydroxy-4-oxohexahydro-1H-pyrrolo<2,1-c><1,4>oxazine 
• 1613110-96-5 lipodiscamide A 
• 1613110-97-6 lipodiscamide B 
• 186581-53-3 diazomethane 
• 1408229-98-0 lyngbyabellin M 
• 759-05-7 3-methyl-2-ketobutanoic acid 
• 219598-67-1 (S)-2-hydroxymethyl-N-((S)-2-hydroxy-3-methyl)-butanoyl pyrrolidine 
• 55109-47-2 3-methyl-2-oxobutanoyl chloride 
• 218441-73-7 (S)-(-)-N-acetyl-2-acetoxy-3-methylbutanamide 
• 111973-94-5 (S)-(-)-2-acetoxy-3-methylbutanamide 
• 72-18-4 L-valine 

Downstream Products

• 144108-21-4 Methyl D-2-<<<(R,S)-1--2-methylpropyl>hydroxyphosphoryl>oxy>-3-methylbutyrate 
• 188798-75-6 (R)-2-Dibenzylamino-3-methyl-butyric acid methyl ester 
• 929720-10-5 C₁₉H₂₈N₂O₆ 
• 929719-99-3 2-{N-benzyloxycarbonyl-N'-[2-(pyrrolidine-1-carbonyl)-benzoyl]-hydrazino}-3-methyl-butyric acid methyl ester 
• 929720-05-8 C₃₁H₃₉N₃O₈ 
• 1047665-15-5 C₁₂H₁₄BrFO₃ 
• 1255651-95-6 (R)-methyl 2-(2-iodophenoxy)-3-methylbutanoate 
• 1291105-08-2 C₂₂H₃₁IO₁₀ 
• 1370723-11-7 methyl (R)-3-methyl-2-(2-vinylphenoxy)butanoate 
• 1370723-12-8 (R)-3-methyl-2-(2-vinylphenoxy)butanoic acid 
• 76904-95-5 Methyl L-2-hydroxy-3-methylbutanoate (R)-MTPA ester 
• 915706-48-8 (S)-3-((4-methoxybenzyl)oxy)-4-methylpentan-2-one 
• 915706-49-9 (S)-N-methoxy-2-((4-methoxybenzyl)oxy)-N,3-dimethylbutanamide 

Relevant articles and documents

Lyngbyabellins K-N from two Palmyra atoll collections of the marine cyanobacterium Moorea bouillonii

Five lipopeptides of the lyngbyabellin structure class, four cyclic (1-3 and 5) and one linear (4), were isolated from the extracts of two collections of filamentous marine cyanobacteria obtained from the Palmyra Atoll in the Central Pacific Ocean. Their

Kinetic Resolution of Chiral α-Hydroperoxy Esters by Horseradish Peroxidase-Catalyzed Enantioselective Reduction to α-Hydroxy Esters

The kinetic resolution of the methyl α-hydroperoxy esters 4 has been investigated by horseradish peroxidase (HRP)-catalyzed reduction to the corresponding optically active α-hydroxy esters 5 in the presence of guaiacol.The method allows for the first time the preparation of enantiomerically pure (ee>97percent) methyl (R)-2-hydroperoxybutyrate (4a).The HRP enzyme is sensitive to the steric demand of the ester alkyl side chain, as manifested by ethyl (ee>97percent) and isopropyl (ee 79percent), while the tert-butyl derivative is not accepted by the enzyme (no reduction).

Isolation and Total Synthesis of Kinenzoline, an Antitrypanosomal Linear Depsipeptide Isolated from a Marine Salileptolyngbya sp. Cyanobacterium

Kinenzoline (1), a new linear depsipeptide, was isolated from a marine Salileptolyngbya sp. cyanobacterium. Its structure was elucidated by spectroscopic analyses and degradation reactions. In addition, we achieved a total synthesis of 1 and confirmed its structure. Kinenzoline (1) showed highly selective antiproliferative activity against the causative organism of sleeping sickness, Trypanosoma brucei rhodesiense (IC50 4.5 μM), compared to normal human cells (WI-38, IC50 > 100 μM). Kinenzoline (1) is a promising lead compound for the development of new antitrypanosomal drugs.

Chiral α-Amino Acid-Based NMR Solvating Agents

Four new chiral α-(nonafluoro-tert-butoxy)carboxylic acids were synthesized from naturally occurring α-amino acids (alanine, valine, leucine and isoleucine, respectively), and tested in 1H- and 19F-NMR experiments as chiral NMR shift reagents. The NMR studies were carried out at room temperature, using CDCl3 and C6D6 as solvents, and (RS)-α-phenylethylamine and (RS)-α-(1-naphthyl)ethylamine as racemic model compounds. To demonstrate the applicability of the reagents, the racemic drugs ketamine and prasugrel were also tested.