ORGN 526 |
| Mukund S. Chorghade1, G. V. Madhava Sharma2, Palakodety Radha Krishna Radha Krishna2, T. Rajendra Prasad2, Lanka Hymavathi2, N. Yella Reddy2, and Sreenivas Punna2. (1) Chorghade Enterprises, 14 Carlson Circle, Natick, MA 01760, (2) Discovery Laboratory, Indian Institute of Chemical Technology, Tarnaka, Hyderabad, 50007, India |
| Pharmaceutical research aimed at development of new drugs based on chiral tetrahydrofurans has resulted in synthesis and testing of several analogues having anti-inflammatory activity. Such molecules are therapeutically interesting; they and their stereoisomers are potential 5-LO inhibitors. We have had a long standing interest in the synthesis and evaluation of chiral tetrahydrofurans that show a high degree of potency, excellent oral bioavailability, exceptionally favorable safety profile and have devised several synthetic procedures for making such compounds. We report herein novel, flexible and operationally simple methods of making chiral tetrahydrofurans of therapeutic relevance. It is feasible to make all the possible stereoisomers of a potent 5-lipoxygenase (5-LO) inhibitor by selecting the appropriate glyceraldehyde derivatives as chiral synthons. This linear multi-step synthetic strategy has been successfully applied to make multigram quantities of key intermediates as well the final compounds.
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Practical Synthesis and Total Synthesis of Complex Molecules
8:00 AM-12:00 PM, Wednesday, August 25, 2004 Pennsylvania Convention Center -- 201B, Oral
Division of Organic Chemistry |