23012-17-1

Basic information

• Product Name: 2-METHYLISOXAZOLE-4-CARBOXYLIC ACID
• Synonyms: 2-Methyloxazole-4-carboxylic acid 97%;2-METHYLISOXAZOLE-4-CARBOXYLIC ACID;4-Oxazolecarboxylic acid, 2-methyl-;4-Carboxy-2-methyl-1,3-oxazole
• CAS NO: 23012-17-1
• Molecular Formula: C₅H₅NO₃
• Molecular Weight: 129.11398
• Mol File: 23012-17-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 182-187℃
• Boiling Point: 269.9±13.0 °C(Predicted)
• Appearance: /
• Density: 1.348±0.06 g/cm3(Predicted)
• Refractive Index: 1.536
• Storage Temp.: 2-8°C
• PKA: 3.46±0.10(Predicted)
• CAS DataBase Reference: 2-METHYLISOXAZOLE-4-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYLISOXAZOLE-4-CARBOXYLIC ACID(23012-17-1)
• EPA Substance Registry System: 2-METHYLISOXAZOLE-4-CARBOXYLIC ACID(23012-17-1)

Safety Data

• WGK Germany: 1
• Hazardous Substances Data: 23012-17-1(Hazardous Substances Data)

Usage

Uses

Reactant for:Solid-phase preparation of (heteroaryl)carbonyl-substituted dipeptides as human protease activated receptor 2 affectorsPd-catalyzed decarboxylative C-H cross-couplingStereoselective preparation of 3-amino-N-(phenylsulfonyl)alanines as inhibitors of ανβ3 integrin

InChI:InChI=1/C5H7NO3/c1-6-2-4(3-9-6)5(7)8/h3H,2H2,1H3,(H,7,8)

Upstream product

• 10200-43-8 2-methyl-4-carbethoxy-1,3-oxazole 
• 4546-95-6 1H-1,2,3-triazole-4,5-dicarboxylic acid 
• 108-24-7 acetic anhydride 
• 141029-63-2 2-methyloxazoline-4-carboxylic acid methyl ester 
• 155884-28-9 4,5-dihydro-2-methyl-oxazole-4-carboxylic acid methyl ester 
• 153180-10-0 Dimethyl acetamido<(phenylthio)methyl>malonate 
• 61999-29-9 2-Methyl-4,5-dihydro-1,3-oxazole-4-carboxylic acid ethyl ester 
• 68683-04-5 ethyl (2-methyl-2-oxazolin-4-yl)carboxylate 
• 74-88-4 methyl iodide 
• 85806-67-3 2-methyl-oxazole-4-carboxylic acid methyl ester 

Downstream Products

• 60053-07-8 2-methyl-1-phenyl-1H-imidazole 
• 23012-10-4 2-methyl-2-oxazoline 
• 693-98-1 2-methylimidazole 
• 114482-47-2 N-<3-(2,3-dibenzyloxybenzoylamino)propyl>-N-<4-(2,3-dibenzyloxybenzoylamino)butyl>-2-methyloxazole-4-carboxamide 
• 141567-53-5 4-hydroxymethyl-2-methyloxazole 
• 1227747-57-0 C₂₈H₂₃N₃O₇ 
• 100959-91-9 2-Methyloxazole-4-carboxamide 

Relevant articles and documents

Widely Exploited, Yet Unreported: Regiocontrolled Synthesis and the Suzuki–Miyaura Reactions of Bromooxazole Building Blocks

An approach to synthesis of 2-, 4-, and 5-bromooxazoles is described. The method was optimized, and its scope was extended to all three isomeric parents, as well as various alkyl- and aryl-substituted bromooxazoles. It was found that direct regiocontrolled lithiation followed by reaction with electrophilic bromine source was common for all substrates and led exclusively to the target substituted 2-, 4- and 5-bromooxazoles on multigram scale. The utility of the multipurpose building blocks obtained in this work was demonstrated in the Suzuki–Miyaura cross-coupling reaction under parallel synthesis conditions.

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).

Large-scale preparation of 2-methyloxazole-4-carboxaldehyde

The large-scale preparation of 2-methyloxazole-4-carboxaldehyde presents a significant challenge due to the physical characteristics of the molecule. A method for the preparation of 10-kg batches of 2-methyloxazole-4-carboxaldehyde is described. The key reaction is the reduction of the corresponding N-methoxy-N-methyl amide using lithium aluminium hydride, followed by workup and isolation by crystallization.