Crystal structure of Boc-(S)-ABOC-(S)-Ala-(S)-ABOC-(S)-Phe-OBn chloroform monosolvate

Autor: Emmanuel Wenger, Laure Moulat, Baptiste Legrand, Muriel Amblard, Monique Calmès, Claude Didierjean

Publikováno v: Acta Crystallographica Section E: Crystallographic Communications, Vol 71, Iss 10, Pp 1193-1195 (2015)

In the title compound, phenyl (S)-2-[(S)-(1-{2-[(S)-(1-{[(tert-butoxy)carbonyl]amino}bicyclo[2.2.2]octan-2-yl)formamido]propanamido}bicyclo[2.2.2]octan-2-yl)formamido]-3-phenylpropanoate chloroform monosolvate, C42H56N4O7·CHCl3, the α,β-hybrid pep

Externí odkaz: https://doaj.org/article/28af0f43531f4409b6019398fcbee0af

C 1 -Symmetric 1,2-Diaminobicyclo[2.2.2]octane Ligands in Copper-Catalyzed Asymmetric Henry Reaction: Catalyst Development and DFT Studies

Autor: Jean Martinez, Claude Didierjean, Pierre Milbeo, Emmanuel Aubert, Laure Moulat, Monique Calmes

Publikováno v: European Journal of Organic Chemistry. 2018:178-187

New chiral tetra- and bidentate ligands derived from the (R)-1,2-diaminobicyclo[2.2.2]octane scaffold have been synthesized and the influence of ligand N,N'-substituents on the catalytic activity of their corresponding copper(II) complexes toward nit

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::b7780177e8ed9bc1763cba88693b9e09
https://doi.org/10.1002/ejoc.201701452

Synthesis of Enantiopure 1,2-Diaminobicyclo[2.2.2]octane Derivatives, C 1 -Symmetric Chiral 1,2-Diamines with a Rigid Bicyclic Backbone

Autor: Jean Martinez, Claude Didierjean, Pierre Milbeo, Monique Calmes, Emmanuel Aubert, Laure Moulat

Publikováno v: Journal of Organic Chemistry
Journal of Organic Chemistry, American Chemical Society, 2017, 82 (6), pp.3144-3151. ⟨10.1021/acs.joc.7b00122⟩

The synthesis of enantiopure 1,2-diaminobicyclo[2.2.2]octane (DABO, 1) and its two selectively N-Boc monoprotected derivatives 15 and 16 is described. Starting from bicyclic β-amino acid 3 or 5, strategies involving Curtius and Hofmann rearrangement

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a8e7a3c4203a82c644d3aad27f03ba46
https://hal.archives-ouvertes.fr/hal-01552321

Structure-based design of a novel series of azetidine inhibitors of the hepatitis C virus NS3/4A serine protease

Autor: Yann Griffon, Michel Derock, Damien Gloux, Francois-Rene Alexandre, Maria Seifer, Chiara Musiu, Christophe Claude Parsy, Houcine Rahali, Dominique Louis Nestor Ghislain Surleraux, Anna-Giulia Loi, Sylvie Cappelle, Frederic Leroy, Thierry Convard, Guillaume Brandt, Dominique Chaves, L.B. Lallos, Virginie Roques, David Standring, Laure Moulat, Michel Liuzzi, Catherine Caillet

Publikováno v: Bioorganic & Medicinal Chemistry Letters. 24:4444-4449

Structural homology between thrombin inhibitors and the early tetrapeptide HCV protease inhibitor led to the bioisosteric replacement of the P2 proline by a 2,4-disubstituted azetidine within the macrocyclic β-strand mimic. Molecular modeling guided

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::cfff91a6a2e65ed794eec1aeb024c276
https://doi.org/10.1016/j.bmcl.2014.08.002

ChemInform Abstract: N-Pyrrolidine-Based α/β-Peptides Incorporating ABOC, a Constrained Bicyclic β-Amino Acid, for Asymmetric Aldol Reaction Catalysis

Autor: Kelly Maurent, Pierre Milbeo, Jean Martinez, Claude Didierjean, Laure Moulat, Monique Calmes, Aurélien Lebrun, Emmanuel Aubert

Publikováno v: ChemInform. 47

Catalytic properties of 15 N-pyrrolidine-based α,β-peptides incorporating a constrained 2-aminobicyclo[2.2.2]octane carboxylic acid (ABOC) are evaluated in the asymmetric aldol reaction from acetone and some p-substituted benzaldehydes.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::ce45eaf259d773d597b3d3475b07a065
https://doi.org/10.1002/chin.201628023