Amide bond replacements: incorporation of a 2,5,5-trisubstituted imidazoline into dipeptides and into a CCK-4 derivative

Ian Gilbert, David C. Rees, Reginald S. Richardson

    Research output: Contribution to journalArticle

    19 Citations (Scopus)

    Abstract

    Synthetic methodology for the introduction of a 2,5,5-trisubstituted imidazoline ring as an amide replacement into dipeptide derivatives of Phe, Trp, Lys (N-epsilon-CBZ) and Nle is described. This replacement is also incorporated into the Trp-Nle bond of the tetrapeptide CCK-4 derivative Trp-Nle-Asp-Phe-NH2 and the pentagastrin derivative Gly-Trp-Nle-Asp-Phe-NH2.

    Original languageEnglish
    Pages (from-to)2277-2280
    Number of pages4
    JournalTetrahedron Letters
    Volume32
    Issue number20
    DOIs
    Publication statusPublished - 13 May 1991

    Cite this

    @article{1d73046d703a403e98417ee2e04de065,
    title = "Amide bond replacements:: incorporation of a 2,5,5-trisubstituted imidazoline into dipeptides and into a CCK-4 derivative",
    abstract = "Synthetic methodology for the introduction of a 2,5,5-trisubstituted imidazoline ring as an amide replacement into dipeptide derivatives of Phe, Trp, Lys (N-epsilon-CBZ) and Nle is described. This replacement is also incorporated into the Trp-Nle bond of the tetrapeptide CCK-4 derivative Trp-Nle-Asp-Phe-NH2 and the pentagastrin derivative Gly-Trp-Nle-Asp-Phe-NH2.",
    author = "Ian Gilbert and Rees, {David C.} and Richardson, {Reginald S.}",
    year = "1991",
    month = "5",
    day = "13",
    doi = "10.1016/S0040-4039(00)79701-2",
    language = "English",
    volume = "32",
    pages = "2277--2280",
    journal = "Tetrahedron Letters",
    issn = "0040-4039",
    publisher = "Elsevier",
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    }

    Amide bond replacements: incorporation of a 2,5,5-trisubstituted imidazoline into dipeptides and into a CCK-4 derivative. / Gilbert, Ian; Rees, David C.; Richardson, Reginald S. .

    In: Tetrahedron Letters, Vol. 32, No. 20, 13.05.1991, p. 2277-2280.

    Research output: Contribution to journalArticle

    TY - JOUR

    T1 - Amide bond replacements:

    T2 - incorporation of a 2,5,5-trisubstituted imidazoline into dipeptides and into a CCK-4 derivative

    AU - Gilbert, Ian

    AU - Rees, David C.

    AU - Richardson, Reginald S.

    PY - 1991/5/13

    Y1 - 1991/5/13

    N2 - Synthetic methodology for the introduction of a 2,5,5-trisubstituted imidazoline ring as an amide replacement into dipeptide derivatives of Phe, Trp, Lys (N-epsilon-CBZ) and Nle is described. This replacement is also incorporated into the Trp-Nle bond of the tetrapeptide CCK-4 derivative Trp-Nle-Asp-Phe-NH2 and the pentagastrin derivative Gly-Trp-Nle-Asp-Phe-NH2.

    AB - Synthetic methodology for the introduction of a 2,5,5-trisubstituted imidazoline ring as an amide replacement into dipeptide derivatives of Phe, Trp, Lys (N-epsilon-CBZ) and Nle is described. This replacement is also incorporated into the Trp-Nle bond of the tetrapeptide CCK-4 derivative Trp-Nle-Asp-Phe-NH2 and the pentagastrin derivative Gly-Trp-Nle-Asp-Phe-NH2.

    U2 - 10.1016/S0040-4039(00)79701-2

    DO - 10.1016/S0040-4039(00)79701-2

    M3 - Article

    VL - 32

    SP - 2277

    EP - 2280

    JO - Tetrahedron Letters

    JF - Tetrahedron Letters

    SN - 0040-4039

    IS - 20

    ER -