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Usage

Uses

Used in Pharmaceutical Synthesis:
(3S,4S)-4-Benzyl-3-(3-methylpentanoyl)-oxazolidin-2-one is utilized as a building block in the synthesis of various pharmaceuticals and organic compounds. Its unique structure allows it to serve as a key component in the development of new drugs and medicinal agents.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (3S,4S)-4-Benzyl-3-(3-methylpentanoyl)-oxazolidin-2-one may have potential applications due to its distinctive structural features. Researchers can explore its reactivity and behavior to understand how it can be incorporated into the design and synthesis of novel therapeutic agents.
Used in Drug Discovery:
(3S,4S)-4-BENZYL-3-(3-METHYLPENTANOYL)-OXAZOLIDIN-2-ONE's properties also make it a candidate for drug discovery efforts. By studying its interactions with biological targets and its pharmacological profile, scientists can identify potential therapeutic uses and optimize its properties for specific medical applications.
Used in Research and Development:
(3S,4S)-4-Benzyl-3-(3-methylpentanoyl)-oxazolidin-2-one is important for researchers and chemists to study, as understanding its reactivity and behavior can lead to the discovery of new uses and applications. This knowledge can contribute to the advancement of chemical and pharmaceutical sciences.

InChI:InChI=1/C16H21NO3/c1-3-12(2)9-15(18)17-14(11-20-16(17)19)10-13-7-5-4-6-8-13/h4-8,12,14H,3,9-11H2,1-2H3/t12-,14-/m0/s1

Upstream product

• 33698-85-0 (E)-pent-2-enoyl chloride 
• 1184-58-3 dimethylaluminum chloride 
• 90719-30-5 (4S)-3-((E)-2-butenoyl)-4-benzyl-2-oxazolidinone 
• 96-10-6 diethylaluminium chloride 
• 925-90-6 ethylmagnesium bromide 
• 28977-69-7 (S)-3-methylpentanoic acid chloride 
• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 42072-39-9 (S)-3-methyl-1-pentanol 
• 1730-92-3 (3S)-methylvaleric acid 
• 73-32-5 L-isoleucine 
• 32644-17-0 (S)-2-bromo-(S)-3-methylpentanoic acid 
• 921-48-2 (2S,3S)-2-chloro-3-methylpentanoic acid 
• 2510-33-0 N-benzyl-2-oxazolidinone 

Downstream Products

• 210537-40-9 (4S,2'S,3'S)-3-(2'-ethyl-3'-methyl-1'-oxopentyl)-4-benzyl-2-oxazolidinone 

Relevant academic research and scientific papers

Stereoselective synthesis of an alarm pheromone of Grematogaster ants using (4S)-4-benzyloxazolidinone as chiral auxiliary

(S)-6-Methyl-3-octanone, a component of the alarm pheromone of Grematogaster ants, was synthesized through a key step of stereoselective Michael addition reaction using (4S)-4-benzyloxazolidinone as chiral auxiliary. The target product was obtained with a

Design and synthesis of the stabilized analogs of belactosin A with the unnatural cis-cyclopropane structure

The belactosin A analog 2a, having the unnatural cis-cyclopropane structure instead of the trans-cyclopropane structure in belactosin A, is a much more potent proteasome inhibitor than belactosin A. However, its cell growth inhibitory effect is rather lower than that expected from its remarkable proteasome inhibitory effect, probably due to its instability under cellular conditions. We hypothesized that the instability of 2a was due to chemical and enzymatic hydrolysis of the strained β-lactone moiety. Thus, to increase the stability of 2a by chemical modification, its analogs with a sterically more hindered β-lactone moiety and/or cyclopropylic strain-based conformational restriction were designed and synthesized, resulting in the identification of a stabilized analog 6a as a proteasome inhibitor with cell growth inhibitory effects. Our findings suggest that the chemical and biological stability of 2a is significantly affected by the steric hindrance around its β-lactone carbonyl moiety and the conformational flexibility of the molecule.

Amelioration of neurological disorders by the administration of (2R),(3S), and/or (2S),3(S) stereoisomers of valnoctamide

The present invention generally relates to the individual stereoisomers of the drug valnoctamide (a mixture of four stereoisomer kinds, VCD-valmethamide or 2-ethyl-3-methyl pentanamide) useful in treatment of neurological and psychotic disorders such as d

Absolute configuration of the four stereoisomers of valnoctamide (2- ethyl-3-methyl valeramide), a potentially new stereospecific antiepileptic and CNS drug

Valnoctamide (2-ethyl-3-methyl valeramide, Nirvanil, VCD), a mild tranquilizer endowed with anticonvulsant properties, exhibits diastereoselective and enantioselective pharmacokinetics in healthy subjects and epileptic patients. The purpose of this paper

Diastereoselection in the conjugate additions of organocopper reagents to N-enoyloxazolidinones

A survey of conjugate additions of Yamamoto organocopper reagents to N- enoyl-4-substituted oxazolidinones is reported. Diastereofacial selectivity is reversed for 4-phenyl and 4-benzyloxazolidinones of the same relative configuration. Alkenylcopper reage

Stereoselective Conjugate Addition of Organoaluminum Chlorides to α,β-Unsaturated Carboxylic Acid Derivatives

Organoaluminum chlorides react smoothly with α,β-unsaturated N-acyloxazolidinones providing chiral β-branched carboxylic acid derivatives.An unexpected contrast between the mode of reaction of dimethylaluminum chloride and that of the higher homologues is observed.While diethylaluminum chloride and its higher homologues react with the acceptors at low temperature via a polar pathway, dimethylaluminum chloride requires activation by UV-light or radical initiation under otherwise identical conditions.With bicyclic oxazolidinones derived from galactosamine a high stereoselection is accomplished in the formation of the branched carboxylic acid derivative.