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

doi:10.1016/S0040-4039(00)79701-2

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

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20 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 language	English
Pages (from-to)	2277-2280
Number of pages	4
Journal	Tetrahedron Letters
Volume	32
Issue number	20
DOIs	https://doi.org/10.1016/S0040-4039(00)79701-2
Publication status	Published - 13 May 1991

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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.}",

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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

SN - 0040-4039

VL - 32

SP - 2277

EP - 2280

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 20

ER -

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

Abstract

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