165460-41-3

Basic information

• Product Name: 2-Oxazolidinone, 3-(3-methyl-1-oxobutyl)-
• Synonyms: 2-Oxazolidinone, 3-(3-methyl-1-oxobutyl)-
• CAS NO: 165460-41-3
• Molecular Formula: C₈H₁₃NO₃
• Molecular Weight: 171.19
• Mol File: 165460-41-3.mol

Chemical Properties

• Boiling Point: 295.7±9.0 °C(Predicted)
• Appearance: /
• Density: 1.153±0.06 g/cm3(Predicted)
• PKA: -2.33±0.20(Predicted)
• CAS DataBase Reference: 2-Oxazolidinone, 3-(3-methyl-1-oxobutyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Oxazolidinone, 3-(3-methyl-1-oxobutyl)-(165460-41-3)
• EPA Substance Registry System: 2-Oxazolidinone, 3-(3-methyl-1-oxobutyl)-(165460-41-3)

Safety Data

• Hazardous Substances Data: 165460-41-3(Hazardous Substances Data)

Upstream product

• 497-25-6 dimethylenecyclourethane 
• 108-12-3 isopentanoyl chloride 
• 503-74-2 3-methylbutyric acid 

Downstream Products

• 6938-56-3 dodecyl 3-methylbutanoate 
• 1330681-34-9 (R)-3-(3-methyl-2-phenylbutanoyl)oxazolidin-2-one 
• 1330660-73-5 (S)-3-(3-methyl-2-phenylbutanoyl)oxazolidin-2-one 
• 1330681-47-4 (R)-3-(2-(4-nitrophenyl)propanoyl)oxazolidin-2-one 
• 637337-90-7 (2E,4E)-2-Isopropyl-5-phenyl-penta-2,4-dienoic acid (2-hydroxy-ethyl)-amide 
• 637337-89-4 (E)-3-cyclohexyl-N-(2-hydroxyethyl)-2-isopropyl-2-propenamide 

Relevant articles and documents

Enantioselective α-arylation of N-acyloxazolidinones with copper(II)-bisoxazoline catalysts and diaryliodonium salts

A new strategy for the catalytic enantioselective α-arylation of N-acyloxazolidinones with chiral copper(II)-bisoxazoline complexes and diaryliodonium salts is described. The mild catalytic conditions are operationally simple, produce valuable synthetic building blocks in excellent yields and enantioselectivities, and can be applied to the synthesis of important nonsteroidal anti-inflammatory agents and their analogues.

Rapid assembly of matrix metalloprotease inhibitors using click chemistry

A panel of 96 metalloprotease inhibitors was assembled using "click chemistry" by reacting eight zinc-binding hydroxamate warheads with 12 azide building blocks. Screens of the bidentate compounds against representative metalloproteases provided discerning inhibition fingerprints, revealing compounds with low micromolar potency against MMP-7. The relative ease and convenience of the strategy in constructing focused chemical libraries for rapid in situ screening of MMPs is thereby demonstrated.

Stereoselective synthesis of (E)-trisubstituted α,β-unsaturated amides and acids

Potassium alkoxides of N-acyl-oxazolidin-2-one-syn-aldols undergo stereoselective elimination reactions to afford a range of trisubstituted (E)-αβ-unsaturated amides in >95% de, that may be subsequently converted into their corresponding (E)-αβ-unsaturated acids or (E)-αβ-unsaturated oxazolines in good yield. syn-Aldols derived from αβ-unsaturated aldehydes gave their corresponding trisubstituted (E)-αβ-unsaturated-amides with poorer levels of diastereocontrol, whilst there was a similar loss in (E)-selectivity during elimination of syn-aldols derived from chiral aldehydes. These elimination reactions proceed via rearrangement of the potassium alkoxide of the syn-aldol to a 1,3-oxazinane-2,4-dione enolate intermediate that subsequently eliminates carbon dioxide to afford a trisubstituted (E)-αβ-unsaturated amide. The (E)-selectivity observed during the ElcB-type elimination step has been rationalised using a simple conformational model that employs a chair-like transition state to explain the observed stereocontrol. The Royal Society of Chemistry 2005.