Synthesis of Orthogonal N -Protected C -Functional Side-Bridged Cyclams to Give Access to Unsymmetrical Constrained BCAs

Abstract : Considering the current importance of unsymmetrical mono- and di-N-functionalized ethylene side-bridged (sb) cyclams and the need to have their C-appended derivatives bearing an additional function dedicated to a conjugation to an external moiety as a targeting biomolecule, we have developed a general procedure to obtain orthogonally N-protected sb‑cyclams with a benzyl or a Boc group. Despite the lack of symmetry of the compounds, this methodology allows the specific protection of one or the other remaining secondary amine function.
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https://hal.univ-brest.fr/hal-02270928
Contributor : Nicolas Renard <>
Submitted on : Monday, August 26, 2019 - 2:07:21 PM
Last modification on : Wednesday, October 30, 2019 - 3:54:02 PM

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Thomas Le Bihan, Nathalie Le Bris, Hélène Bernard, Carlos Platas-Iglesias, Raphaël Tripier. Synthesis of Orthogonal N -Protected C -Functional Side-Bridged Cyclams to Give Access to Unsymmetrical Constrained BCAs. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2019, ⟨10.1002/ejoc.201901013⟩. ⟨hal-02270928⟩

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