60846-14-2

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl (2Z)-2-methoxyimino-3-oxo-butanoate is used as a key intermediate in the synthesis of (E)-cefdizime, a broad-spectrum antibiotic agent. It plays a crucial role in the production of this antibiotic, which is effective against a wide range of bacterial infections, including those caused by both Gram-positive and Gram-negative bacteria.
Additionally, ethyl (2Z)-2-methoxyimino-3-oxo-butanoate is used in the synthesis of various analgesics, which are essential for managing pain and discomfort in patients. Its presence in the production process of these analgesics contributes to their efficacy and safety.
Furthermore, ethyl (2Z)-2-methoxyimino-3-oxo-butanoate is also utilized in the synthesis of anti-malarial agents, which are vital in combating malaria, a life-threatening disease affecting millions of people worldwide. Ethyl (2Z)-2-methoxyimino-3-oxo-butanoate's role in the production of these anti-malarial drugs helps ensure their effectiveness in treating and preventing the disease.

InChI:InChI=1/C7H11NO4/c1-4-12-7(10)6(5(2)9)8-11-3/h4H2,1-3H3/b8-6+

Upstream product

• 141-97-9 ethyl acetoacetate 
• 77-78-1 dimethyl sulfate 
• 5408-04-8 ethyl 2-hydroxyimino-3-oxobutanoate 

Downstream Products

• 64485-87-6 ethyl 2-methoxyimino-3-oxo-4-chlorobutyrate 

Relevant academic research and scientific papers

Method for continuously synthesizing aminothiazoly loximate intermediate

The invention discloses a method for continuously synthesizing an aminothiazoly loximate intermediate. The preparation method comprises the following steps: adding a 2-hydroxyimine-ethyl acetoacetatesolution, dimethyl sulfate and a sodium carbonate solution into a micro-reactor according to a certain ratio for reaction; keeping a certain temperature, allowing a reaction solution to enter a tubular reactor for continuous reaction after outflow, extracting the material after the reaction is finished, distilling the extracted reaction solution, and recovering a solvent to obtain the intermediate 2-methoxyimino ethyl acetoacetate crude product of aminothiazoly loximate with a quantitative content of about 93% and a yield of about 95%. According to the method, the intermediate 2-methoxyimino ethyl acetoacetate of the aminothiazoly loximate is obtained at high yield through a continuous microreactor reaction method, the method is high in production quality stability, low in operation intensity and high in production efficiency, VOC emission is reduced, and the method is an industrially green and environment-friendly process route.

CALPAIN MODULATORS AND THERAPEUTIC USES THEREOF

Disclosed herein are small molecule calpain modulator compositions, pharmaceutical compositions, the use and preparation thereof.

Synthesis of pyrazine via chemoselective reduction of β-keto-α-oximino ester using baker's yeast

The synthesis of pyrazines by the baker's yeast-mediated reaction of β-keto-α-oximino esters and amides is described. Baker's yeast reduced oximes selectively over ketones of β-keto-α-oximino esters to give the corresponding β-keto-α-amino ester intermediates, which underwent spontaneous dimerization followed by air-induced aromatization to yield pyrazines. The chemoselective reduction of β-keto-α-oximino amides using baker's yeast also afforded the corresponding pyrazines. Interestingly, both hydroximes and alkoximes gave the pyrazines by the baker's yeast-mediated reduction via the corresponding amino ketones, the known precursors of pyrazines. The reaction was strongly dependent upon pH of reaction medium, and gave optimum yields at pH 5. These results demonstrate that pyrazines were synthesized efficiently and eco-friendly using a whole-cell biocatalytic system as an alternative to chemical reduction.