104266-91-3

Basic information

• Product Name: 2-Oxazolidinone, 3-(3,3-dimethyl-1-oxobutyl)-4-(phenylmethyl)-, (4S)-
• CAS NO: 104266-91-3
• Molecular Formula: C16H21NO3
• Molecular Weight: 275.348
• Mol File: 104266-91-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Oxazolidinone, 3-(3,3-dimethyl-1-oxobutyl)-4-(phenylmethyl)-, (4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Oxazolidinone, 3-(3,3-dimethyl-1-oxobutyl)-4-(phenylmethyl)-, (4S)-(104266-91-3)
• EPA Substance Registry System: 2-Oxazolidinone, 3-(3,3-dimethyl-1-oxobutyl)-4-(phenylmethyl)-, (4S)-(104266-91-3)

Safety Data

• Hazardous Substances Data: 104266-91-3(Hazardous Substances Data)

Upstream product

• 7065-46-5 3,3-dimethylbutanoic acid chloride 
• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 

Downstream Products

• 104266-97-9 (3(2S),4S)-3-(2-(N,N'-bis-(t-butoxycarbonyl)hydrazino)-3,3-dimethyl-1-oxobutyl)-4-(phenylmethyl)-2-oxazolidinone 
• 104267-14-3 (R)-3,3-Dimethyl-2-((S)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-butyric acid methyl ester 
• 104267-14-3 (R)-3,3-Dimethyl-2-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-butyric acid methyl ester 
• 104267-14-3 2S-((+)-α-methoxy-α-trifluoromethylphenylacetylamino)-3,3-dimethylbutanoic acid, methyl ester 
• 104267-12-1 2S-(N,N'-bis-(t-butoxycarbonyl)hydrazino)-3,3-dimethylbutanoic acid, benzyl ester 
• 210048-06-9 (S)-4-(tert-butoxy)-2-(1,1-dimethylethyl)-4-oxobutanoic acid 
• 245323-37-9 (4S)-3-((2S)-4-(tert-butoxy)-2-(1,1-dimethylethyl)-4-oxobutanoyl)-4-(phenylmethyl)-1,3-oxazolidin-2-one 
• 204851-54-7 (4S)-4-benzyl-3-[(2R)-2-(tert-butyl)-3-hydroxy-1-oxopropyl]-2-oxazolidinone 
• 156546-63-3 (S)-4-Benzyl-3-((S)-3,3-dimethyl-2-phenylsulfanyl-butyryl)-oxazolidin-2-one 
• 126191-03-5 (3(2S),4S)-3-(2-bromo-3,3-dimethyl-1-oxobutyl)-4-(phenylmethyl)-2-oxazolidinone 
• 126191-03-5 (3(2R),4S)-3-(2-bromo-3,3-dimethyl-1-oxobutyl)-4-(phenylmethyl)-2-oxazolidinone 
• 111525-69-0 (3(2S),4S)-3-(2-azido-3,3-dimethyl-1-oxobutyl)-4-(phenylmethyl)-2-oxazolidinone 

Relevant articles and documents

Rational Design of Thermodynamic and Kinetic Binding Profiles by Optimizing Surface Water Networks Coating Protein-Bound Ligands

A previously studied congeneric series of thermolysin inhibitors addressing the solvent-accessible S2′ pocket with different hydrophobic substituents showed modulations of the surface water layers coating the protein-bound inhibitors. Increasing stabilization of water molecules resulted in an enthalpically more favorable binding signature, overall enhancing affinity. Based on this observation, we optimized the series by designing tailored P2′ substituents to improve and further stabilize the surface water network. MD simulations were applied to predict the putative water pattern around the bound ligands. Subsequently, the inhibitors were synthesized and characterized by high-resolution crystallography, microcalorimetry, and surface plasmon resonance. One of the designed inhibitors established the most pronounced water network of all inhibitors tested so far, composed of several fused water polygons, and showed 50-fold affinity enhancement with respect to the original methylated parent ligand. Notably, the inhibitor forming the most perfect water network also showed significantly prolonged residence time compared to the other tested inhibitors.

The Asymmetric Synthesis of α-Amino and α-Hydrazino Acid Derivatives via The Stereoselective Amination of Chiral Enolates with Azodicarboxylate Esters.

The utility of azodicarboxylate esters as (+)NH2 and (+)NH-NH2 synthons in highly diastereoselective reactions with chiral carboximide-derived enolates has been demonstrated.The lithium enolates derived from 4-substituted N-acyl 2-oxazolidinones were found to react with di-tert-butyl azodicarboxylate (DBAD) to afford the derived 2-hydrazido carboxylic acid derivetives in yields in excess of 90 percent.The diastereoselectivities of these reactions ranged from 97percent to greater than 99percent.The subsequent transformation of these adducts to both α-hydrazino and α-amino acids in enantiomeric purities in excess of 99percent is described.