One-pot biocatalyzed preparation of substituted amides as intermediates of pharmaceuticals

An Efficient Chemoenzymatic Synthesis of the Bactericide Lapyrium Chloride

“…Yields are reported in Table 1. (20), 72 (20), 60 (10). Tests with other lipases were performed under the same experimental conditions and are reported in Table 1.…”

“…Over the last few years, biocatalysis in nonaqueous media has been widely used for aminolysis and ammonolysis of esters [14,15] and have been shown to be of great utility for the resolution of amines [16] and in the preparation of chiral amides, carbonates and carbamates. [17] Encouraged by our success in lipase-catalyzed esterification reactions [18,19] and in the preparation of an intermediate in the synthesis of Alfuzosin by a one-pot aminolysis of esters, [20] we envisaged the application of this methodology to the synthesis of lapyrium chloride. In contrast with the traditional methods, in this synthetic procedure, the biocat- alysts showed high activity and chemoselectivity allowing the product to be obtained in high purity and yield.…”

Enzyme‐Catalysed Transformations of ent‐Kaurane Diterpenoids

“…The synthetic route involves the reduction of the corresponding alkyl esters. As lipases are very efficient in esterification reactions, [26,32] we tested the enzymatic esterification of atractyligenin (8) and 4-epi-atractyligenin (10) with ethanol, butanol and octanol in the presence of CAL B. Unfortunately, we did not obtain any satisfactory result.…”

Lipase-catalyzed synthesis of medium- and long-chain diesters of 2-oxoglutaric acid

“…In the case of CALB, the use of polar or non-polar solvents depends on the nature of the substrate (Baldessari & Mangone 2001;Park et al 2004). After screening using acetone, acetonitrile, hexane, toluene, diisopropyl ether (DIPE) and t-butanol, hexane was the solvent of choice for CALB and DIPE for CPL.…”