Chanquia, Santiago N.;Boscaro, Nadia;Alche, Laura;Baldessari, Alicia;Linares, Guadalupe Garcia published 《An Efficient Lipase-Catalyzed Synthesis of Fatty Acid Derivatives of Vanillylamine with Antiherpetic Activity in Acyclovir-Resistant Strains》 in 2017. The article was appeared in 《ChemistrySelect》. They have made some progress in their research.Synthetic Route of C17H27NO3 The article mentions the following:
A series of eleven N-fatty acid derivatives of vanillylamine I was synthesized following an enzymic approach, in excellent yield and a chemoselective way. The excellent results obtained by catalysis of Thermomyces lanuginosus lipase made the procedure very efficient, considering the low amount of enzyme required and its lower price in comparison with other com. lipases. The influence of various reaction parameters in the lipase-catalyzed reactions, such as enzyme source, nucleophile/substrate ratio, enzyme/substrate ratio, solvent and temperature, was studied. To evaluate the influence of the fatty acid chain length and configuration on the reaction rate and yield, HPLC anal. and mol. modeling experiments were performed. The results showed that a chain length between 12-14 carbon atoms favors the activity of the enzyme, while insatn. had no effect on the reaction rate. These facts confirm the exptl. results. In addition, some of the evaluated compounds exhibited antiviral activity against Herpes simplex virus type 1 (HSV-1) KOS strain (TK+) and Field and B2006 strains (TK-) in Vero cells. And N-Vanillylnonanamide (cas: 2444-46-4) was used in the research process.
N-Vanillylnonanamide(cas:2444-46-4) has antifouling properties.Synthetic Route of C17H27NO3 It acts as an nicotinamide adenine dinucleotide phosphate (NADPH) inhibitor.N-Vanillylnonanamide has been used for the preparation of spicules.
Reference:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics