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New synthesis ofcis 5-tert-butyl-L-proline via cuprate. Evaluation as acis proline mimetic in a biological active octapeptide

Abstract : cis 5-tert-butyl-L-proline (Cbp) was prepared rapidly and efficiently by the addition of low-valent tert-butyl cuprate to an aminal derived from proline. [Cbp(2), D-Leu(5)]-OP was then synthesized, showing a predominant cis peptide bond conformation, as confirmed by NMR.
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Contributor : Jérôme Leprince Connect in order to contact the contributor
Submitted on : Wednesday, December 19, 2018 - 3:02:32 PM
Last modification on : Thursday, December 9, 2021 - 3:42:03 PM

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Carine Aubry, Hassan Oulyadi, Guillaume Dutheuil, Jérôme Leprince, Hubert Vaudry, et al.. New synthesis ofcis 5-tert-butyl-L-proline via cuprate. Evaluation as acis proline mimetic in a biological active octapeptide. Journal of Peptide Science, Wiley, 2006, 12 (2), pp.154-160. ⟨10.1002/psc.690⟩. ⟨hal-01960646⟩

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