175 research outputs found
Biocatalytic N-acylation of amines in water using an acyltransferase from Mycobacterium smegmatis
A straightforward one-step biocatalyzed synthesis of different N-acyl amides in water was accomplished using the versatile and chemoselective acyltransferase from Mycobacterium smegmatis (MsAcT). Acetylation of primary arylalkyl amines was achieved with a range of acetyl donors in biphasic systems within 1 hour and at room temperature. Vinyl acetate was the best donor which could be employed in the N-acetylation of a large range of primary amines in excellent yields (85-99%) after just 20 minutes. Other acyl donors (including formyl-, propionyl-, and butyryl- donors) were also efficiently employed in the biocatalytic N-acylation. Finally, the biocatalyst was tested in transamidation reactions using acetamide as acetyl donor in aqueous medium, reaching yields of 60-70%. This work expands the toolbox of preparative methods for the formation of N-acyl amides, describing a biocatalytic approach easy to accomplish under mild conditions in water
ChemInform Abstract: The Reaction Between Acyl Halides and Alcohols: Alkyl Halide vs. Ester Formation.
ChemInform Abstract: Nitric Acid in Dichloromethane Solution. Facile Preparation from Potassium Nitrate and Sulfuric Acid.
Oxidation of Benzylic Alcohols and Ethers to Carbonyl Derivatives by Nitric Acid in Dichloromethane.
ChemInform Abstract: Nucleophilic Substitution in Diphenylmethyl Derivatives. Part 2. Methanolysis of α Substituents of Diphenylacetic Acid and Its Derivatives.
ChemInform Abstract: Deprotection of t-Butyl Esters of Amino Acid Derivatives by Nitric Acid in Dichloromethane.
ChemInform Abstract: Nucleophilic Substitution in Diphenylmethyl Derivatives. Part 1. Formolysis of Diarylmethyl Derivatives: An α-Substituent Effect.
ChemInform Abstract: SYNTHESIS AND IN VITRO BIOLOGICAL EVALUATION OF L-ALANOSINYL-5-AMINOIMIDAZOLE-4-CARBOXYLIC ACID RIBONUCLEOSIDE
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