24347-63-5

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

• 186581-53-3 diazomethane 
• 17407-55-5 (S)-2-Hydroxy-3-methylbutanoic acid 
• 67-56-1 methanol 
• 3952-67-8 methyl 3-methyl-2-ketobutanoate 
• 77-76-9 2,2-dimethoxy-propane 
• 72-18-4 L-valine 
• 74-88-4 methyl iodide 
• 1613110-96-5 lipodiscamide A 
• 1613110-97-6 lipodiscamide B 
• 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 
• 219598-63-7 8a(S)-3-(2-propyl)-3-hydroxy-4-oxohexahydro-1H-pyrrolo<2,1-c><1,4>oxazine 
• 55109-47-2 3-methyl-2-oxobutanoyl chloride 

Downstream Products

• 110298-78-7 methyl (S)-2-(benzyloxy)-3-methylbutanoate 
• 76904-95-5 Methyl L-2-hydroxy-3-methylbutanoate (R)-MTPA ester 
• 90211-80-6 Methyl L-2-hydroxy-3-methylbutanoate (S)-MTPA ester 
• 152978-80-8 (2S)-1-methoxy-3-methyl-1-oxo-2-butyl (E)-4-phenyl-3-butenoate 
• 146861-09-8 (S)-methyl 2-(tert-butyldiphenylsilyloxy)-3-methylbutanoate 
• 142025-98-7 (S)-methyl 3-methyl-2-((p-nitrobenzene)sulfonyl)oxy butanoate 
• 188798-75-6 (R)-2-Dibenzylamino-3-methyl-butyric acid methyl ester 
• 858366-76-4 methyl (S)-2-(2,6-difluorobenzyloxy)-3-methylbutanoate 
• 391871-69-5 (S)-2-(benzyloxy)-3-methylbutanoic acid 
• 619322-63-3 (S)-3-benzyloxy-1-diazo-4-methylpentan-2-one 
• 619322-64-4 (2S,5S)-2-isopropyl-5-phenyldihydrofuran-3(2H)-one 
• 111197-80-9 (S)-2-hydroxy-1-(4-methoxyphenyl)-3-methyl-1-butanone 
• 111197-85-4 (S)-2-hydroxy-1-(4-methoxyphenyl)-3-methyl-1-butanone dimethyl acetal 
• 111197-99-0 3-hydroxy-2,2-dimethylpropyl (S)-2-(4-methoxyphenyl)-3-methylbutanoate 

Relevant academic research and scientific papers

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).

A Unified Strategy for the Asymmetric Synthesis of Highly Substituted 1,2-Amino Alcohols Leading to Highly Substituted Bisoxazoline Ligands

A general procedure for the asymmetric synthesis of highly substituted 1,2-amino alcohols in high yield and diastereoselectivity is described that uses organometallic additions of a wide range of nucleophiles to tert-butylsulfinimines as the key step. The addition of organolithium reagents to these imines follows a modified Davis model. The diastereoselectivity for this reaction depends significantly on both the nucleophile and electrophile. These highly substituted 1,2-amino alcohols are used to synthesize stereochemically diverse and structurally novel, polysubstituted 2,2′-methylene(bisoxazoline) ligands in high yields.

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.

INHIBITORS OF (ALPHA-V)(BETA-6) INTEGRIN

Disclosed are small molecule inhibitors of ανβ6 integrin, and methods of using them to treat a number of diseases and conditions. Applicants have discovered novel ανβ6 integrin inhibitor compounds and evaluated the possession, performance and utility of r

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.

Diastereoselectivity in the boron aldol reaction of α-alkoxy and α,β-bis-alkoxy methyl ketones

In this work, using DFT calculations, we investigated the 1,4 and 1,5 asymmetric induction in boron enolate aldol reactions of α-alkoxy and α,β-bisalkoxy methyl ketones. We evaluated the steric influence of alkyl substituents at the α position and the stereoelectronic influence of the oxygen protecting groups at the α and β positions. Theoretical calculations revealed the origins of the 1,4 asymmetric induction in terms of the nature of the β-substituent. The synergistic effect between the α,β-syn and α,β-anti-bisalkoxy stereocenters was elucidated. In the presence of the β-alkoxy center, the reaction proceeds through the Goodman-Paton 1,5-stereoinduction model, experiencing a minor influence of the α-alkoxy center.

INHIBITORS OF INDOLEAMINE 2,3-DIOXYGENASE AND METHODS OF THEIR USE

The present invention provides a compound of formula (II): an inhibitor of indoleamine 2,3-dioxygenase (IDO), which may be used as medicaments for the treatment of proliferative disorders, such as cancer, viral infections and/or autoimmune diseases. Its prodrugs are disclosed.

A kinetically controlled direct aldol addition of α-chloro thioesters via soft enolization

Herein we report that simple α-chloro thioesters undergo soft enolization and direct aldol addition to aldehydes in the presence of MgBr2·OEt2and i-Pr2NEt. At ?78?°C the reaction proceeds in a kinetically controlled manner

A thermoregulated phase-separable chiral Pt nanocatalyst for recyclable asymmetric hydrogenation of α-ketoesters

The design and preparation of a chiral Pt nanocatalyst system possessing thermoregulated phase-separation property and its application in recyclable asymmetric hydrogenation of α-ketoesters are presented.