Synthesis of conformationally constrained analogues of RGD tripeptide

Convergent syntheses of N-functionalized (3 S,4 S)-3-amino-4-vinyl-piperidin-2-one 10, trans-3-substituted proline 18 and (3 S)-3-amino-piperidin-2-one 28 are developed. By incorporating these building blocks to an appropriate position, conformationally constrained analogues of RGD tripeptide (Arg-G...

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Bibliographic Details
Published in:Tetrahedron 2007-02, Vol.63 (9), p.2084-2092
Main Authors: Kumar, Sukeerthi, Wang, Qian, Sasaki, N. André
Format: Article
Language:English
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Summary:Convergent syntheses of N-functionalized (3 S,4 S)-3-amino-4-vinyl-piperidin-2-one 10, trans-3-substituted proline 18 and (3 S)-3-amino-piperidin-2-one 28 are developed. By incorporating these building blocks to an appropriate position, conformationally constrained analogues of RGD tripeptide (Arg-Gly-Asp) 2, 3 and 4 are designed and synthesized. [Display omitted] Convergent syntheses of N-functionalized (3 S,4 S)-3-amino-4-vinyl-piperidin-2-one 10, trans-3-substituted proline 18 and (3 S)-3-amino-piperidin-2-one 28 are developed. By incorporating these building blocks to an appropriate position, conformationally constrained analogues of RGD tripeptide Arg-Gly-Asp 2, 3 and 4 are designed and synthesized.
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2006.12.020