- The design of dipeptide helical mimetics, Part I: The synthesis of 1,6-disubstituted indanes
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The design and synthesis of conformationally restrained, non-peptide templates (1,6-disubstituted indanes) which allow the incorporation of two adjacent amino acid side-chains in an orientation similar to that found in alpha-helices is reported.
- Horwell, David C.,Howson, William,Nolan, William P.,Ratcliffe, Giles S.,Rees, David C.,Willems, Henriette M. G.
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p. 203 - 216
(2007/10/02)
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- The synthesis of 1,6-disubstituted indanes which mimic the orientation of amino acid side-chains in a protein alpha-helix motif.
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We utilize a 1,6-disubstituted indane as a template onto which two amino acid side-chains are appended in an orientation which mimics that found in a protein alpha-helix motif.
- Nolan,Ratcliffe,Rees
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p. 6879 - 6882
(2007/10/02)
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- Steric Effects in the Synthesis of 1,7-Dialkylindans
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Synthesis routes to 1-alkyl(CH3,C2H5,i-C3H7)-6-methylindans and 1-alkyl(CH3,C2H5,i-C3H7)-7-methylindans are described.Members of the latter series, especially 1-isopropyl-7-methylindan, are sterically hindered through a peri interaction.This effect manifests itself throughout the study and necessitated use of alternative synthesis routes.Yields in the Grignard, Peterson olefination, Reformatsky, and Wittig reactions as well as catalytic hydrogenation and Li/NH3 reduction of α,β-unsaturated acids were compared.
- Budhram, Ronald S.,Palaniswamy, Ventakapuran A.,Eisenbraun, Edmund J.
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p. 1402 - 1406
(2007/10/02)
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