The first total synthesis and structural determination of YCM1008A

Kuniaki Tatsuta, Takahiro Yamaguchi, Yusuke Tsuda, Yumiko Yamaguchi, Nobutaka Hattori, Hiroshi Nagai, Seijiro Hosokawa

    Research output: Contribution to journal › Article

    15 Citations (Scopus)

    Abstract

    The first total synthesis and structural determination of YCM1008A, a Ca2+ signaling inhibitor, have been achieved. The N-methoxy pyrano-pyridone moiety was synthesized by successive O- and N-conjugate additions with diketoamide 15. The absolute structure was determined to be (2R,3R,4S,8′R)-configuration.

    Original languageEnglish
    Pages (from-to)4187-4190
    Number of pages4
    JournalTetrahedron Letters
    Volume48
    Issue number24
    DOIs
    Publication statusPublished - 2007 Jun 11

    Fingerprint

    Pyridones
    YCM 1008A

    ASJC Scopus subject areas

    • Biochemistry
    • Organic Chemistry
    • Drug Discovery

    Cite this

    Tatsuta, K., Yamaguchi, T., Tsuda, Y., Yamaguchi, Y., Hattori, N., Nagai, H., & Hosokawa, S. (2007). The first total synthesis and structural determination of YCM1008A. Tetrahedron Letters, 48(24), 4187-4190. https://doi.org/10.1016/j.tetlet.2007.04.074

    The first total synthesis and structural determination of YCM1008A. / Tatsuta, Kuniaki; Yamaguchi, Takahiro; Tsuda, Yusuke; Yamaguchi, Yumiko; Hattori, Nobutaka; Nagai, Hiroshi; Hosokawa, Seijiro.

    In: Tetrahedron Letters, Vol. 48, No. 24, 11.06.2007, p. 4187-4190.

    Research output: Contribution to journal › Article

    Tatsuta, K, Yamaguchi, T, Tsuda, Y, Yamaguchi, Y, Hattori, N, Nagai, H & Hosokawa, S 2007, 'The first total synthesis and structural determination of YCM1008A', Tetrahedron Letters, vol. 48, no. 24, pp. 4187-4190. https://doi.org/10.1016/j.tetlet.2007.04.074
    Tatsuta K, Yamaguchi T, Tsuda Y, Yamaguchi Y, Hattori N, Nagai H et al. The first total synthesis and structural determination of YCM1008A. Tetrahedron Letters. 2007 Jun 11;48(24):4187-4190. https://doi.org/10.1016/j.tetlet.2007.04.074
    Tatsuta, Kuniaki ; Yamaguchi, Takahiro ; Tsuda, Yusuke ; Yamaguchi, Yumiko ; Hattori, Nobutaka ; Nagai, Hiroshi ; Hosokawa, Seijiro. / The first total synthesis and structural determination of YCM1008A. In: Tetrahedron Letters. 2007 ; Vol. 48, No. 24. pp. 4187-4190.
    @article{3fd0745273fb4c6cbe191c086a3eb32f,
    title = "The first total synthesis and structural determination of YCM1008A",
    abstract = "The first total synthesis and structural determination of YCM1008A, a Ca2+ signaling inhibitor, have been achieved. The N-methoxy pyrano-pyridone moiety was synthesized by successive O- and N-conjugate additions with diketoamide 15. The absolute structure was determined to be (2R,3R,4S,8′R)-configuration.",
    author = "Kuniaki Tatsuta and Takahiro Yamaguchi and Yusuke Tsuda and Yumiko Yamaguchi and Nobutaka Hattori and Hiroshi Nagai and Seijiro Hosokawa",
    year = "2007",
    month = "6",
    day = "11",
    doi = "10.1016/j.tetlet.2007.04.074",
    language = "English",
    volume = "48",
    pages = "4187--4190",
    journal = "Tetrahedron Letters",
    issn = "0040-4039",
    publisher = "Elsevier Limited",
    number = "24",

    }

    TY - JOUR

    T1 - The first total synthesis and structural determination of YCM1008A

    AU - Tatsuta, Kuniaki

    AU - Yamaguchi, Takahiro

    AU - Tsuda, Yusuke

    AU - Yamaguchi, Yumiko

    AU - Hattori, Nobutaka

    AU - Nagai, Hiroshi

    AU - Hosokawa, Seijiro

    PY - 2007/6/11

    Y1 - 2007/6/11

    N2 - The first total synthesis and structural determination of YCM1008A, a Ca2+ signaling inhibitor, have been achieved. The N-methoxy pyrano-pyridone moiety was synthesized by successive O- and N-conjugate additions with diketoamide 15. The absolute structure was determined to be (2R,3R,4S,8′R)-configuration.

    AB - The first total synthesis and structural determination of YCM1008A, a Ca2+ signaling inhibitor, have been achieved. The N-methoxy pyrano-pyridone moiety was synthesized by successive O- and N-conjugate additions with diketoamide 15. The absolute structure was determined to be (2R,3R,4S,8′R)-configuration.

    UR - http://www.scopus.com/inward/record.url?scp=34248545109&partnerID=8YFLogxK

    UR - http://www.scopus.com/inward/citedby.url?scp=34248545109&partnerID=8YFLogxK

    U2 - 10.1016/j.tetlet.2007.04.074

    DO - 10.1016/j.tetlet.2007.04.074

    M3 - Article

    VL - 48

    SP - 4187

    EP - 4190

    JO - Tetrahedron Letters

    JF - Tetrahedron Letters

    SN - 0040-4039

    IS - 24

    ER -

    Access to Document