1219-33-6

Basic information

• Product Name: 5-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid
• Synonyms: 5-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid;4-oxo-5-(phenylMethoxy)-4H-Pyran-2-carboxylic acid;4H-Pyran-2-carboxylic acid, 4-oxo-5-(phenylmethoxy)-
• CAS NO: 1219-33-6
• Molecular Formula: C₁₃H₁₀O₅
• Molecular Weight: 246.2155
• EINECS: 200-258-5
• Mol File: 1219-33-6.mol
• Article Data: 22

Chemical Properties

• Melting Point: 196-198℃ (methanol )
• Boiling Point: 501.5±50.0 °C(Predicted)
• Appearance: /
• Density: 1.39±0.1 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 1.67±0.20(Predicted)
• CAS DataBase Reference: 5-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid(1219-33-6)
• EPA Substance Registry System: 5-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid(1219-33-6)

Safety Data

• Hazardous Substances Data: 1219-33-6(Hazardous Substances Data)

Usage

General Description

5-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid is a chemical compound that belongs to the group of pyran carboxylic acids. It is characterized by the presence of a benzene ring attached to an oxygen atom, as well as a carboxylic acid group and a pyran ring with an oxo (ketone) group. 5-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid has potential applications in medicinal chemistry, particularly in the development of pharmaceutical drugs. It may also have uses in organic synthesis and as a building block for the creation of other chemical compounds. The structure and properties of 5-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid make it an interesting and potentially valuable substance for various scientific and industrial purposes.

Upstream product

• 15771-06-9 5-benzyloxy-2-hydroxymethyl-4H-pyran-4-one 
• 501-30-4 5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 

Downstream Products

• 61049-67-0 3-Benzyloxy-4-pyrone 
• 496-63-9 3-hydroxy-pyran-4-one 
• 362598-69-4 3-benzyloxy-1-(2-pyridin-2-yl-ethyl)-1H-pyridin-4-one 
• 362598-70-7 3-benzyloxy-1-[2-(1-methyl-pyrrolidin-2-yl)-ethyl]-1H-pyridin-4-one 
• 362598-71-8 3-benzyloxy-1-(2-morpholin-4-yl-ethyl)-1H-pyridin-4-one 
• 362598-68-3 3-benzyloxy-1-(2-piperidin-1-yl-ethyl)-1H-pyridin-4-one 
• 119736-19-5 2-Pyridinecarboxylic acid, 1,4-dihydro-1-methyl-4-oxo-5-(phenylmethoxy)- 
• 16494-79-4 3-hydroxy-1-phenyl-1H-pyridin-4-one 
• 499-78-5 comenic acid 
• 862389-82-0 7-(Benzyloxy)-3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,8-dione 
• 742026-59-1 1,4-dihydro-4-oxo-5-(phenylmethoxy)-2-pyridinecarboxylic acid 
• 1333329-01-3 3-hydroxy-3'-phenyl-4H-1,2'-bipyridin-4-one 
• 1333328-92-9 3-hydroxy-4'-phenyl-4H-1,2'-bipyridin-4-one 
• 1333329-88-6 3'-fluoro-3-hydroxy-4'-phenyl-4H-1,2'-bipyridin-4-one 

Relevant articles and documents

Design, synthesis and biological evaluation of novel DNA gyrase inhibitors and their siderophore mimic conjugates

Bacterial DNA gyrase is an important target for the development of novel antibacterial drugs, which are urgently needed because of high level of antibiotic resistance worldwide. We designed and synthesized new 4,5,6,7-tetrahydrobenzo[d]thiazole-based DNA gyrase B inhibitors and their conjugates with siderophore mimics, which were introduced to increase the uptake of inhibitors into the bacterial cytoplasm. The most potent conjugate 34 had an IC50 of 58 nM against Escherichia coli DNA gyrase and displayed MIC of 14 μg/mL against E. coli ΔtolC strain. Only minor improvements in the antibacterial activities against wild-type E. coli in low-iron conditions were seen for DNA gyrase inhibitor – siderophore mimic conjugates.

A Convenient Preparation of Carboxy-γ-pyrone Derivatives: Meconic Acid and Comenic Acid

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5-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid preparation method

The present invention discloses a 5-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid preparation method comprising the following steps: adding kojic acid, benzyl chloride and methanol benzyl chloride into a reaction vessel, and heating for reflux reaction for 16 to 18 hours; distilling under reduced pressure, evaporating the solvent to dryness, and cooling to room temperature; adding methanol and water, stirring, washing, filtering and drying to obtain an intermediate; and adding the intermediate and water into the reaction vessel, reducing the temperature to 0 DEG C to -10 DEG C, adding sodium periodate, controlling the temperature to be not higher than 5 DEG C, then adding dropwise a proper amount of water, stirring for 5-15 minutes, heating to 12 DEG C-22 DEG C, stirring for reaction for 2.5 to 3.5 hours, extracting with ethyl acetate, layering, drying, filtering and drying to obtain white solid 5-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid. The new 5-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid preparation method is provided, does not produce large amounts of chromium-containing waste water, prevents severe environmental pollution, and can achieve industrial production.