4042-43-7

Usage

Uses

Used in Pharmaceutical Industry:
(4R)-4-Methyl-2-oxazolidinone is used as a chiral auxiliary in the synthesis of pharmaceuticals for its ability to set up a stereogenic center. This is crucial in creating chirally pure compounds, which are essential for the effectiveness and safety of many drugs.
Used in Antibiotic Production:
(4R)-4-Methyl-2-oxazolidinone is used as a key component in the preparation of antibiotics, as its 2-oxazolidinone substructure is a common feature in several medications. This substructure contributes to the antibiotic's activity and effectiveness against bacterial infections.
Used in Organic Synthesis:
(4R)-4-Methyl-2-oxazolidinone is used as a reagent in organic synthesis, particularly for the creation of chiral compounds. Its presence in the synthesis process can help in the formation of specific enantiomers, which are important in various chemical reactions and applications.

Upstream product

• 24406-16-4 lithium di-n-butylcuprate 
• 154669-49-5 [(S)-2-oxooxazolidin-4-yl]methyl-4-methylbenzenesulfonate 
• 35320-23-1 (R)-2-aminopropan-1-ol 
• 105-58-8 Diethyl carbonate 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 28875-17-4 (S)-N-(tert-butoxycarbonyl)alanine methyl ester 
• 75-44-5 phosgene 

Downstream Products

• 478918-58-0 (Z)-4-methyl-3-(2-phenylpropenyl)oxazolidin-2-one 
• 478918-59-1 (E)-4-methyl-3-(2-phenylpropenyl)oxazolidin-2-one 
• 442161-45-7 3-{4-[2-(3-chloro-phenylamino)-pyrimidin-4-yl]-pyridin-2-yl}-4-methyl-oxazolidin-2-one 
• 1160723-61-4 (R)-4-methyl-3-(2-phenylethynyl)oxazolidin-2-one 
• 1178576-56-1 C₁₂H₁₁NO₂ 
• 1178576-57-2 (R)-3-methyl-5-oxo-2,3-dihydro-5H-oxazolo[3,2-b]isoquinoline-10-carboxylic acid ethyl ester 
• 1178576-55-0 C₁₅H₁₇NO₅ 
• 1178576-60-7 [4,5-dimethoxy-2-(R-4-methyl-2-oxo-oxazolidine-3-carbonyl)-phenyl]-acetic acid ethyl ester 
• 1223431-88-6 methyl (R)-2-methoxy-4-(4-methyl-2-oxooxazolidin-3-yl)benzoate 
• 1215126-67-2 (4R)-3-(3-Aminophenyl)-4-methyl-1,3-oxazolidin-2-one 
• 904848-89-1 (E)-(R)-N-[(3S)-2,3-diphenylbut-1-enyl]-4-methyloxazolidin-2-one 
• 457602-61-8 (Z,4R,3'S)-3-(2',3'-diphenylbut-1'-enyl)-4-methyloxazolidin-2-one 

Relevant academic research and scientific papers

BENZOXAZEPIN OXAZOLIDINONE COMPOUNDS AND METHODS OF USE

Described herein are benzoxazepin oxazolidinone compounds with phosphoinositide- 3 kinase (PI3K) modulation activity or function having the Formula (I) structure: or stereoisomers, tautomers, or pharmaceutically acceptable salts thereof, and with the substituents and structural features described herein. Also described are pharmaceutical compositions and medicaments that include the Formula I compounds, as well as methods of using such PI3K modulators, alone and in combination with other therapeutic agents, for treating diseases or conditions that are mediated or dependent upon PI3K dysregulation.

BENZOXAZEPIN OXAZOLIDINONE COMPOUNDS AND METHODS OF USE

Described herein are benzoxazepin oxazolidinone compounds with phosphoinositide-3 kinase (PI3K) modulation activity or function having the Formula I structure: or stereoisomers, tautomers, or pharmaceutically acceptable salts thereof, and with the substituents and structural features described herein. Also described are pharmaceutical compositions and medicaments that include the Formula I compounds, as well as methods of using such PI3K modulators, alone and in combination with other therapeutic agents, for treating diseases or conditions that are mediated or dependent upon PI3K dysregulation.

Efficient Routes to a Diverse Array of Amino Alcohol-Derived Chiral Fragments

Efficient syntheses of chiral fragments derived from chiral amino alcohols are described. Several unique scaffolds were readily accessed in 1-5 synthetic steps leading to 45 chiral fragments, including oxazolidinones, morpholinones, lactams, and sultams. These fragments have molecular weights ranging from 100 to 255 Da and are soluble in water (0.085 to >15 mM).

Chemoselective room temperature E1cB N-N cleavage of oxazolidinone hydrazides from enantioselective aldehyde α-hydrazination: Synthesis of (+)-1,4-dideoxyallonojirimycin

Room temperature E1cB N-N cleavage of oxazolidinone hydrazides via N-alkylation with diethyl bromomalonate and potassium or caesium carbonate as base in acetonitrile is presented. The new method has a much improved chemoselectivity, which is illustrated by a concise total synthesis of the piperidine iminosugar (+)-1,4-dideoxyallonojirimycin.

BICYCLIC AZA COMPOUNDS AS MUSCARINIC M1 RECEPTOR AGONISTS.

This invention relates to compounds that are agonists of the muscarinic M1 receptor and/or M4 receptor and which are useful in the treatment of muscarinic M1/M4 receptor mediated diseases. Also provided are pharmaceutical compositions containing the compounds and the therapeutic uses of the compounds. Compounds include those according to formula 1, or a salt thereof, wherein Q, R1 , R2, R3 and R4 are as defined herein.

NOVEL AMIDE DERIVATIVE AND USE THEREOF AS MEDICINE

Provided are a novel low-molecular-weight compound that suppresses production of induction type MMPs, particularly MMP-9, rather than production of hemostatic type MMP-2, as well as a prophylactic/therapeutic drug for autoimmune diseases or osteoarthritis

A homogeneous catalyst for reduction of optically active esters to the corresponding chiral alcohols without loss of optical purities

A ruthenium complex was found to catalyze the hydrogen reduction of esters under mild and neutral conditions. A variety of optically active esters can be reduced to the corresponding alcohols in excellent yield without loss of their optical purity or causing undesirable side reactions. Hydrogen reduction needs such simple operations - reaction, concentration, and purification - that the violent quench step and extraction step, which accompany conventional sodium borohydride or lithium aluminum hydride reduction, can be omitted.

Synthesis of ring-fused oxazolo- and pyrazoloisoquinolinones by a one-pot Pd-catalyzed carboxamidation and aldol-type condensation cascade process

(Chemical Equation Presented) A three-component cascade process is described for the synthesis of ring-fused oxazolo- and pyrazoloisoquinolinones by a one-pot carboxamidation/aldol-type condensation reaction. The cascade process involves Pd-catalyzed carboxamidation of an aryl halide/active methylene compound with oxazolidinone or pyrazolidinone, and subsequent intramolecular base-catalyzed cyclization/dehydration through an aldol-type condensation process, to give ring-fused oxazolo- and pyrazoloisoquinolinones. This methodology provides an easy one-step approach to these important classesof nitrogen-containing heterocycles and can tolerate a wide array of functional groups, including ester, nitrile, methoxy, and halide.

Highly diastereoselective dioxetane formation in the photooxygenation of enecarbamates with an oxazolidinone chiral auxiliary: Steric control in the [2 + 2] cycloaddition of singlet oxygen through conformational alignment

The photooxygenation of oxazolidinone-substituted enecarbamates leads to diastereomerically pure dioxetanes. The high diastereoselectivity is rationalized in terms of effective π-facial control achieved by shielding one side of the double bond with the ch

Regiospecific reductive ring cleavage of N-substituted aziridine-2-carboxylates and An aziridine-2-methanol via catalytic hydrogenation using Pd as a catalyst

Regiospecific reductive ring cleavage was accomplished in the reaction of N-α-methylbenzyl substituted aziridine-2-carboxylate and aziridine-2-methanol under a catalytic hydrogenation condition. The regiospecificity was determined by the substituent at C-