Simple procedure for obtaining advanced intermediates in the preparation of lipophilic analogues of the gamma aminobutyric acid (GABA) from adducts of Morita Baylis - Hillman

摘要

The present invention provides a process for obtaining the form racêmica new intermediaries advanced gamma amino butyric acid (GABA), referred to as the gamma nitrohidroxiesteres alpha alkyl substituted.By using the reaction of Morita Baylis - Hillman (MBH).The advanced intermediates proposed here are substrates for the production of synthetic lipophilic analogues of GABA.We are currently used for the treatment of various types of neurodegenerative diseases that are associated with ageing, Alzheimer's disease, Parkinson's disease, Huntington, schizophreniaAlso, epilepsy and anxiety, among others.The compounds known as gamma nitrohidroxiesteres alpha alkyl substituted are obtained in two steps with good yields.Being the key stage the reaction of Morita Baylis - Hillman using substrates with chains greases consist of four to twenty two carbons (C4 - C22), linear, branched, saturated,Monounsaturated and polyunsaturated fat. The key stage of the process used a catalyst of low cost and environmentally friendly commercial reagents and low cost.In addition, from the gamma nitrohidroxiésteres alpha alkyl substituted was the hydroxy gamma lactams alpha alkyl substituted lipophilic analogues of GABA.Allowing a new solution to the improvement of the problem for the transposition of the blood-brain barrier (BH), a highly lipophilic, and represent a viable alternative.By eliminating the effect of high doses of the compounds used commercially, which cause severe side effects.Representing a broad spectrum of pharmacological and potential technological applications.