23000-14-8

Basic information

• Product Name: 2,5-DIMETHYL-1,3-OXAZOLE-4-CARBOXYLIC ACID
• Synonyms: 2,5-DIMETHYL-1,3-OXAZOLE-4-CARBOXYLIC ACID;2,5-Dimethyl-1,3-oxazole-4-carboxylic acid 97%;2,5-Dimethyloxazole-4-carboxylic acid;4-Oxazolecarboxylic acid, 2,5-diMethyl-;4-Carboxy-2,5-dimethyl-1,3-oxazole;2,5-Dimethyl-1,3-oxazole-4-carboxylicacid97%
• CAS NO: 23000-14-8
• Molecular Formula: C₆H₇NO₃
• Molecular Weight: 141.12
• Mol File: 23000-14-8.mol

Chemical Properties

• Melting Point: 232 °C
• Boiling Point: 267.4oCat760mmHg
• Flash Point: 115.5oC
• Appearance: /
• Density: 1.276g/cm³
• Vapor Pressure: 0.00406mmHg at 25°C
• Refractive Index: 1.513
• Storage Temp.: 2-8°C
• PKA: 4.01±0.10(Predicted)
• CAS DataBase Reference: 2,5-DIMETHYL-1,3-OXAZOLE-4-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIMETHYL-1,3-OXAZOLE-4-CARBOXYLIC ACID(23000-14-8)
• EPA Substance Registry System: 2,5-DIMETHYL-1,3-OXAZOLE-4-CARBOXYLIC ACID(23000-14-8)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g
• HazardClass: IRRITANT
• Hazardous Substances Data: 23000-14-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2,5-Dimethyl-1,3-oxazole-4-carboxylic acid is utilized as a precursor or intermediate in the synthesis of more complex organic molecules. Its role in this application is to facilitate the creation of advanced chemical structures that may have various applications across different industries.
Used in Laboratory Research:
This chemical is predominantly found in laboratory settings, where it is employed for research purposes. It is not commonly encountered outside of specialized fields, indicating its niche use in scientific exploration and experimentation. 2,5-Dimethyl-1,3-oxazole-4-carboxylic acid's properties make it a valuable tool for chemists working on the development of new compounds and materials.

InChI:InChI=1/C6H7NO3/c1-3-5(6(8)9)7-4(2)10-3/h1-2H3,(H,8,9)

Upstream product

• 116097-66-6 ethyl 4-cyano-5-methyloxazol-2-ylacetate 
• 1198279-66-1 benzyl 2,5-dimethyloxazole-4-carboxylate 
• 124576-56-3 benzyl 2-acetamido-3-oxobutanoate 
• 60379-78-4 2-acetylamino-3-bromo-but-2-enoic acid tert-butyl ester 
• 5431-93-6 ethyl 2-(acetylamino)-3-oxobutanoate 
• 23012-17-1 2-methyl-1,3-oxazol-4-carboxylic acid 
• 116097-67-7 4-cyano-5-methyloxazol-2-ylacetic acid 
• 174902-36-4 ethyl 2-acetyl-4-methyl-5-oxo-2,5-dihydroisoxazole-3-carboxylate 
• 74-88-4 methyl iodide 
• 63888-23-3 tert-butyl 2,5-dimethyloxazole-4-carboxylate 
• 23000-15-9 2,5-Dimethyl-4-oxazolcarbonsaeure-ethylester 
• 82123-42-0 2,5-dimethyloxazole-4-carbonitrile 

Downstream Products

• 1246830-61-4 (S)-2-{[(3S,8S)-3-[3-(3,4-dichloro-benzyloxy)-phenyl]-7-(2,5-dimethyl-oxazole-4-carbonyl)-2,3,6,7,8,9-hexahydro-[1,4]dioxino[2,3-g]isoquinoline-8-carbonyl]-amino}-3-[4-(2,3-dimethyl-pyridin-4-yloxy)-phenyl]-propionic acid methyl ester 
• 1246830-58-9 (S)-2-{[(3S,8S)-3-(3-cyclopentylmethoxy-phenyl)-7-(2,5-dimethyl-oxazole-4-carbonyl)-2,3,6,7,8,9-hexahydro-[1,4]dioxino[2,3-g]isoquinoline-8-carbonyl]-amino}-3-[4-(2,3-dimethyl-pyridin-4-yl)-phenyl]-propionic acid methyl ester 
• 1246830-55-6 (S)-2-{[(3S,8S)-3-(3-cyclohexylmethoxy-phenyl)-7-(2,5-dimethyl-oxazole-4-carbonyl)-2,3,6,7,8,9-hexahydro-[1,4]dioxino[2,3-g]isoquinoline-8-carbonyl]-amino}-3-[4-(2,3-dimethyl-pyridin-4-yl)-phenyl]-propionic acid methyl ester 
• 1246830-52-3 C₄₈H₄₄Cl₂N₄O₈ 
• 1246830-46-5 (S)-2-{[(3S,8S)-3-(3'-chloro-biphenyl-4-yl)-7-(2,5-dimethyl-oxazole-4-carbonyl)-2,3,6,7,8,9-hexahydro-[1,4]dioxino[2,3-g]isoquinoline-8-carbonyl]-amino}-3-[4-(2,3-dimethyl-pyridin-4-yl)-phenyl]-propionic acid methyl ester 
• 1246830-42-1 (S)-2-{[(3S,8S)-3-[4-(3-chloro-phenoxy)-phenyl]-7-(2,5-dimethyl-oxazole-4-carbonyl)-2,3,6,7,8,9-hexahydro-[1,4]dioxino[2,3-g]isoquinoline-8-carbonyl]-amino}-3-[4-(2,3-dimethyl-pyridin-4-yl)-phenyl]-propionic acid methyl ester 
• 1186415-55-3 C₁₆H₁₇ClN₂O₄ 
• 1198280-64-6 (S)-benzyl 2-(2,5-dimethyloxazole-4-carboxamido)-4-methylpentanoate 

Relevant articles and documents

POLYMYXIN ANALOGS USEFUL AS ANTIBIOTIC POTENTIATORS

The disclosure provides compounds of the formula (I) or a tautomer thereof, or a pharmaceutically acceptable salt of either of the foregoing. The variables A, R1, and R2 are defined in the disclosure. The disclosure further includes pharmaceutical compositions comprising a compound of formula I together with at least one pharmaceutically acceptable carrier. The disclosure also includes a method of sensitizing bacteria to an antibacterial agent, comprising administering to a patient infected with the bacteria, simultaneously or sequentially, a therapeutically effective amount of the antibacterial agent and a compound of formula (I).

Development of an oxazole conjunctive reagent and application to the total synthesis of siphonazoles

(Chemical Equation Presented) The preparation of 4-carbethoxy-5-methyl-2- (phenylsulfonyl)methyloxazole and its use in the elaboration of more complex oxazoles are described. A total synthesis of the unique natural products siphonazoles A and B, illustrates an application of this building block. A discussion of the biological activity of the siphonazoles is also presented.

Total synthesis of siphonazole and its O-methyl derivative, structurally unusual bis-oxazole natural products

The details of the first syntheses of the unusual bis-oxazole natural products siphonazole and its O-methyl derivative are reported. The cinnamyl substituted oxazole was constructed using diazocarbonyl chemistry, whereby the cinnamamide was reacted with the rhodium carbene derived from methyl 2-diazo-3-oxobutanoate to give a β-ketoamide that was cyclodehydrated to the corresponding oxazole-4-ester. Reduction to the corresponding aldehyde was followed by coupling with a zinc reagent derived from methyl 2-iodomethyl-5-methyloxazole-4-carboxylate, also prepared using rhodium carbene chemistry, to give, after oxidation of the resulting secondary alcohol, the desired bis-oxazole ketone. The syntheses were completed by hydrolysis of the ester and coupling of the 2,4-pentadienylamine side chain. The 2008 Royal Society of Chemistry.

The synthesis of oxazoles by thermolysis or photolysis of 2-acylisoxazol-5-ones

N-acylisoxazol-5-ones are converted into the corresponding 2-substituted oxazoles by photolysis at 300 or 254 nm, or by flash vacuum pyrolysis. The former procedure is favoured for isoxazolones with electron withdrawing groups at C-4, and pyrolysis for all others.

Isoxazole-Oxazole Conversion by Beckmann Rearrangement

A novel base-catalysed isoxazole-oxazole ring transformation was realized in the conversion of ethyl 5-hydroxy-3-(5-methylisoxazol-4-yl)isoxazole-4-carboxylate into 4-cyano-5-methyloxazol-2-ylacetic acid.A new process was developed for the preparation of t-4-amino-c-2-methyl-6-oxotetrahydropyran-r-3-carboxylic acid hydrochloride, a starting material for the synthesis of thienamycin.

ANOMALOUS METALATION BEHAVIOR IN 1,3-OXAZOLES. ALKYLATION OF 2-METHYL-4-CARBOXYOXAZOLES VIA THE CORNFORTH INTERMEDIATE

Metalation of the methyl group in the title compound is accomplished through the open chain Cornforth precursor.This technique is necessary due to the preferred metalation of the 5-H proton in oxazoles.