Ethyl bromodifluoroacetate CAS 667-27-6

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  • Appearance: Colorless liquid 
  • Assay: 99. 0%min
  • Stock: In stock
  • Sample: Available

Basic Info of Ethyl bromodifluoroacetate

What is Ethyl bromodifluoroacetate?

Ethyl difluorobromoacetate is a colorless and transparent liquid, which is an important intermediate in organic synthesis and is often used in the synthesis of drugs and pesticides with biological enzymatic functions.

In ethyl difluorobromoacetate, CF2 with strong biological activity is introduced into the compound by substituting the bromine atom, and the fluorine in the α position of this kind of compound increases the electrophilicity of the carbonyl group, that is, the active site of the biological enzyme is increased.

Fluorine atom is the biological isostere of hydroxyl group, and difluoromethylene group is also considered to be the biological isostere of ethoxy group. Compounds containing difluoromethylene group are effective biologically active reagents. For example, an anti-HTV agent can be obtained by substituting difluoromethylene CF2 for the ethoxy group. And the synthesized compounds can further derive more related compounds through the reactivity of ester bond functional groups.

Ethyl bromodifluoroacetate Uses

In recent years, the synthesis of fluorine-containing compounds by the fluorine-containing building block method has been greatly developed. Difluorobromoacetate contains difluoromethylene synthetic building blocks, and is mostly used in the synthesis of fluorine-containing pharmaceuticals, pesticide intermediates, dyes, etc. Compounds have become a research hotspot at home and abroad. For example, the synthesis of 1-difluoromethylimidazole and its derivatives, imidazole and its derivatives are important structural units of some biologically active compounds, which have been widely used in medicine, materials science and catalytic reactions. For the preparation of N-heterocyclic carbene precursors.

As a common metal ligand and organic small molecule catalyst, N-heterocyclic carbene has received extensive attention from scientific researchers. Its preparation method is to combine ethyl difluorobromoacetate, substrate imidazole and its derivatives, alkali It is dissolved in the reaction solvent, and the mixture is heated and stirred to make the difluoromethyl etherification reaction, wherein the substrates are benzimidazole, 2-phenylbenzimidazole, 5-nitrobenzimidazole, 5,6-bis Methylbenzimidazole, imidazole, 2-methylimidazole, 2-ethylimidazole. The use of ethyl difluorobromoacetate as the difluoromethylation reagent does not require ozone depletion, is environmentally friendly, and has mild reaction conditions and simple post-treatment.

In addition, ethyl difluorobromoacetate can also be used for the preparation of gemcitabine intermediates (anti-tumor drugs), and the method includes reacting ethyl difluorobromoacetate with active zinc powder in a solvent one to obtain a reaction solution of an organic zinc intermediate state , and then add iodine powder; add acetolidene glyceraldehyde into solvent two to obtain the corresponding solution of acetolidene glyceraldehyde; the organic zinc intermediate state reaction solution and the solution of acetolidene glyceraldehyde are respectively synchronously pumped into the microchannel reactor for condensation After the reaction, the effluent is obtained, which is then acidified to obtain the corresponding product gemcitabine intermediate.

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