Pyrrolidine-3-Carboxylic Acid Derivatives (Beta-Proline Derivatives)

Pyrrolidine-3-Carboxylic Acid Derivatives (Beta-Proline Derivatives) having potential therapeutic applications.

Pyrrolidine-3-Carboxylic Acid Derivatives (Beta-Proline Derivatives) have potential therapeutic applications.

Abstract

Pyrrolidine-3-carboxylic acid derivatives are important molecules as bioactives, catalysts for chemical transformations, and their building blocks. Some of these bioactives have been used in therapeutic pharmaceuticals such as enzyme inhibitors. However, previously known synthesis methods are very time consuming and involve complicated pathways. Here, we present a promising beta-proline synthesis method developed by a group of researchers led by Prof. Fujie Tanaka. The developed technology overcomes the above problems and provides a short and simple 2-step method unlocking new derivatives.

Essentially, Prof. Tanaka has developed a novel chemically and biologically important pyrrolidine-3-carboxylic acid derivative synthesis method. Highly selective organocatalytic Michael reactions using market accessible starting materials of enoates and nitroalkanes that are useful for the synthesis of pyrrolidine-3-carboxylic acid derivatives have been discovered. Using the Michael reactions, synthesis was achieved in as few as two short and simple steps at low temperature.

Applications

  • Therapeutic Pharmaceuticals
  • Drug Discovery
  • Additives

Advantages

  • Short and simple 2-step synthesis at low temperature
  • Market accessible starting materials
  • High stereoselectivity

Website

https://groups.oist.jp/tdic/technology0106