81 research outputs found

    Benzyl 2-{[2,8-bis­(trifluoro­meth­yl)quinolin-4-yl](hy­droxy)meth­yl}piperidine-1-carboxyl­ate

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    The title mol­ecule, C25H22F6N2O3, adopts an open conformation whereby the quinoline and carboxyl­ate ester groups are orientated in opposite directions but to the same side of the piperidine ring so that the mol­ecule has an approximate U-shape. The piperidine ring adopts a distorted boat conformation. In the crystal, inversion dimers linked by pairs of O—H⋯O hydrogen bonds generate R 2 2(14) loops

    tert-Butyl 2-{[2,8-bis­(trifluoro­meth­yl)quinolin-4-yl](hy­droxy)meth­yl}piperidine-1-carboxyl­ate

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    The title mol­ecule, C22H24F6N2O3, adopts a folded conformation whereby the carboxyl­ate residue lies over the quinolinyl residue, with the dihedral angle between the carbamate and quinoline planes being 41.64 (7)°. Helical supra­molecular C(7) chains sustained by O—H⋯O hydrogen bonds propagating along the a-axis direction feature in the crystal packing. The F atoms of one of the CF3 groups are disordered over two orientations; the major component has a site occupancy of 0.824 (7)

    Enantiopure Trifluoromethylated β<sup>3,3</sup>-Amino Acids: Synthesis by Asymmetric Reformatsky Reaction with Stable Analogues of Trifluoromethyl <i>N</i>-<i>tert</i>-Butanesulfinylketoimines and Incorporation into α/β-Peptides

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    Addition of a Reformatsky reagent to α-aryl­(alkyl) α-trifluoromethyl <i>N</i>-<i>tert</i>-butanesulfinyl hemiaminals, bench-stable surrogates of trifluoromethyl ketoimines, provided β-alkyl­(aryl) β-trifluoromethyl β-amino acids derivatives in good yields and high diastereoselectivities. The <i>N</i>-<i>tert</i>-butanesulfinyl β<sup>3,3</sup>-amino esters were further utilized as versatile intermediates for the elaboration of heterodi- and -tripeptides
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