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Solid Phase and Solution Phase Synthesis of Gamma Amino Acid Homo-Oligomers and Mixed Oligomers
Authors:K M Bhaskara Reddy  Dokka Mallikarjunasarma  Kamana Bulliraju  Vanjivaka Sreelatha  Y Bharathi Kumari  Ramesh Dandala  Kuppanna Ananda
Affiliation:(1) Chemical Research Division, Matrix Laboratories Ltd., Anrich Industrial Estate, Bollaram, Hyderabad, 502325, India;(2) Department of Chemistry, College of Engineering, Jawaharlal Nehru Technological University Hyderabad, Kukatpally, Hyderabad, 500085, India;
Abstract:

Abstract  

An efficient stepwise synthesis of homo-oligomers and mixed oligomers of gabapentin and pregabalin on solid support using Fmoc-protected derivatives and HBTU/HOBt/DIEA as coupling agent is described. The synthesis was also carried out using solution phase methodology. The Gpn/Pgn homo oligomers and mixed oligomers forms C9 helix in solution as determined by NMR study. Chiral as well as achiral gamma amino acids were used for the synthesis of oligomers in order to investigate the secondary structural preferences.
Keywords:
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