Efficient synthesis of a novel m-phenylene derivative as a selective EP₄ agonist inducing follicular growth and maturation in the ovary

An efficient and straightforward synthesis of a novel m-phenylene derivative has been developed. The optically pure dibromo compound was selected as a starting material. Through a protocol involving the Prins reaction and two steps of the Horner–Wadsworth–Emmons reaction, the basic skeleton was cons...

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Veröffentlicht in:Bioorganic & medicinal chemistry letters 2011-12, Vol.21 (24), p.7505-7508
Hauptverfasser: Hayashi, Ryoji, Hosono, Yutaka, Nakatsuji, Koji, Tanaka, Yoichiro, Mori, Takeshi, Kanno, Takami, Makita, Kei, Moriwaki, Mitsuhiro, Ohyama, Tomofumi, Ochi, Yasuo, Inada, Chifumi, Isogaya, Masafumi
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Sprache:eng
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Zusammenfassung:An efficient and straightforward synthesis of a novel m-phenylene derivative has been developed. The optically pure dibromo compound was selected as a starting material. Through a protocol involving the Prins reaction and two steps of the Horner–Wadsworth–Emmons reaction, the basic skeleton was constructed with appropriate alpha and omega side chains. The compound proved to be a highly selective EP₄ agonist and a possible drug candidate for maturation of the uterine cervix.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2011.09.004