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Synthesis and Self‐Assembly of Bolaamphiphiles Based on β‐Amino Acids or an Alcohol
Authors:Prathama S Mainkar  Chirumarry Sridhar  Ambadi Sudhakar  Srivari Chandrasekhar
Institution:1. Division of Natural Products Chemistry, CSIR‐Indian Institute of Chemical Technology, Hyderabad?–?500007, India (phone: +91‐40‐27193210;2. fax: +91‐40‐27160512)
Abstract:The synthesis of bolaamphiphiles from unusual β‐amino acids or an alcohol and C12 or C20 spacers is described. Unusual β‐amino acids such as a sugar amino acid, an AZT‐derived amino acid, a norbornene amino acid, and an AZT‐derived amino alcohol were coupled with spacers under standard conditions to get the novel bolaamphiphiles 5 – 8 (Scheme 1), 12 and 13 (Scheme 2), and 17 and 20 (Scheme 3). Some of these compounds, on precipitation from MeOH/H2O, self‐assembled into organized molecular structures.
Keywords:Bolaamphiphiles  Self‐assembly  Amino acids  Glycosides  AZT  Norbornenes
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