Synthesis of 4-aza analog of ramelteon: a novel tricyclic 1,6,7,8-tetrahydro-2H-cyclopenta[d]furo[2,3-b]pyridine derivative as melatonin receptor ligand |
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| Authors: | Tatsuki Koike Yasutaka HoashiTakafumi Takai Osamu Uchikawa |
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| Institution: | Pharmaceutical Research Division, Takeda Pharmaceutical Company, Ltd., 17-85 Jusohonmachi, 2-Chome, Yodogawa-ku, Osaka 532-8686, Japan |
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| Abstract: | The 4-aza analog of ramelteon (−)-1, a novel tricyclic 1,6,7,8-tetrahydro-2H-cyclopentad]furo2,3-b]pyridine derivative, was synthesized via the intramolecular inverse electron demand Diels-Alder reaction followed by fluoride-induced desilylation-cyclization. |
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| Keywords: | Ramelteon Cyclopenta[d]furo[2 3-b]pyridine Intramolecular Diels-Alder reaction Desilylation-cyclization |
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