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Synthesis of 10,11-Dihydro-12-oxo-LTB(4), a Key Biochemical Intermediate
Subhash P. Khanapure1, Steven S. Wang, William S. Powell
1Claude Pepper Institute and Department of Chemistry, Florida Institute of Technology, 150 W. University Boulevard, Melbourne, Florida 32901 and Meakins-Christie Laboratories, McGill University, 3626 St-Urbain Street, Montreal, Quebec H2X 2P2, Canada.
The Journal of Organic Chemistry
|January 24, 1997
Abstract:
The first total synthesis of the 5(S)-hydroxy-10,11-dihydro-12-oxo-6(Z),8(E),14(Z)-eicosatrienoic acid (10,11-dihydro-12-oxo-LTB(4)) (3) is reported. This compound is a key pivotal intermediate in the biotransformation of LTB(4) by the so-called "LTB(4) reductase pathway".