Overview of the Synthesis of Optically Active 3-Amino-2-Hydroxy-4-Phenylbutyric Acids, Key Intermediates for Numerous Bioactive Compounds

Title: Overview of the Synthesis of Optically Active 3-Amino-2-Hydroxy-4-Phenylbutyric Acids, Key Intermediates for Numerous Bioactive Compounds

Volume: 8 Issue: 2

Author(s): Meirong Jia, Tao Wei, Kanghui Yang and WenFang Xu

Affiliation:

Keywords: AHPA, asymmetric synthesis, catalysts, chiral synthons, enantioselective synthesis, stereoselective synthesis, AHPBA, aminopeptidase N (APN) inhibitors, HIV-l protease inhibitors, synthetic strategies

Abstract: 3-Amino-2-hydroxy-4-phenylbutyric acids (AHPA or alternatively abbreviated AHPBA) serve as chiral building blocks for various bioactive compounds including aminopeptidase N (APN) inhibitors, HIV-l protease inhibitors, and renin inhibitors. The synthesis of α-hydroxy-β-amino acids has therefore attracted considerable interest in recent years and various synthetic approaches have been developed to complete their synthesis. These strategies include utilization of enantiopure starting materials like sugars and amino acids and introduction of bulky groups to achieve the desired stereoselectivity and asymmetric catalysis using enzymes or inorganic catalysts to achieve the desired stereochemistry. This review will discuss these synthetic strategies.

Cite this article as:

Jia Meirong, Wei Tao, Yang Kanghui and Xu WenFang, Overview of the Synthesis of Optically Active 3-Amino-2-Hydroxy-4-Phenylbutyric Acids, Key Intermediates for Numerous Bioactive Compounds, Mini-Reviews in Organic Chemistry 2011; 8 (2) . https://dx.doi.org/10.2174/157019311795177754