Synthesis of a novel prostaglandin H2(pgH2) analogue |
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Authors: | John S Elder John Mann EBrian Walsh |
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Institution: | Department of Chemistry, University of Reading, Whiteknights, P.O.Box 224, Reading, Berkshire RG6 2AD UK |
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Abstract: | We describe a five-step synthesis of a PGH2 analogue from (R)-glyceraldehyde acetonide via formation of 1,2(S)-0-isopropylidene-hex-3(E)-en-5-one, conjugate addition of prostanoid C13- C20 side-chain as the cuprate with C1-C7 side-chain used to quench the resultant enolate, and finaily acid-catalysed ketal exchange to provide the desired analogue. |
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