Hendrick G. Kruger

NOTA: a potent metallo-β-lactamase inhibitor

Catalysis and Peptide Research Unit, School of Health Sciences, University of KwaZulu-Natal, Durban, South Africa; Antimicrobial Research Unit, School of Health Sciences, University of KwaZulu-Natal, Durban, South Africa; Biomedical Resource Unit, Westville Campus, University of KwaZulu-Natal, Durban, South Africa; Department of Virology, National Health Laboratory Service/University of KwaZulu-Natal, c/o Inkosi Albert Luthuli Central Hospital, Durban, South Africa; Science for Life Laboratory, Drug Discovery and Development Platform, and Division of Translational Medicine and Chemical Biology, Department of Medical Biochemistry and Biophysics, Karolinska Institute, Stockholm, Sweden

Pd-catalyzed C–N coupling of vinylbromides and sulfonimidamides: a facile synthesis of N ′-vinylsulfonimidamides

N′-Vinyl sulfonimidamides have been synthesized through a Pd-catalyzed C–N cross coupling between the N′-(imine nitrogen) of N′-deprotected sulfonimidamides and vinyl bromides. The hitherto unreported products were obtained in moderate to excellent yield, and the C–C double bond geometry of the vinylic substrates were retained during the course of reaction. Single crystal X-ray crystallographic analysis confirmed the product structure. Furthermore, we demonstrate that the formed N′-vinyl sulfonimidamides could undergo hydrogenation with Pd–C/H2 to provide N′-alkyl sulfonimidamides.

(S)-Methyl 2-benzamido-3-(3,4-dimeth­oxy­phen­yl)propano­ate

The dimethoxypbenzene ring in the title compound, C19H21NO5, is gauche to the amide group and anti to the ester group. The chirality was confirmed to be S from two-dimensional NMR spectroscopy. In the crystal, N—H⋯O and C—H⋯O hydrogen bonds and several short-contact interactions (2.07–3.45 Å) create chains parallel to [110]. The phenyl ring is disordered over two orientations in a 0.54 (2):0.46 (2) ratio.

(S)-Benzyl 3-phenyl-carbamoyl-1,2,3,4-tetra-hydro-isoquinoline-2-carboxyl-ate.

There are two independent molecules in the asymmetric unit of the title compound, C24H22N2O3. The heterocyclic ring assumes a twisted boat conformation and N—H⋯O interactions help to construct the three-dimensional network within the crystal packing.

(1R,3S)-N-Benzhydryl-2-benzyl-6,7-dimeth­oxy-1-phenyl-1,2,3,4-tetra­hydro­isoquinoline-3-carbothio­amide

The title compound, C38H36N2O2S, has a heterocyclic ring that assumes a half-chair conformation. The phenyl rings of neighbouring molecules align forming alternating chains parallel to [100] within the crystal packing. The absolute stereochemistry of the crystal was confirmed to be R,S at the 1- and 3-positions, respectively, by proton NMR spectroscopy. A single intramolecular N—H⋯N hydrogen bond is observed.

(S)-Methyl 3-(3,4-dimeth-oxy-phen-yl)-2-[2-(diphenyl-phosphan-yl)benzamido]-propano-ate.

Molecules of the title compound, C31H30NO5P, show a sttagered conformation about the C—C bond joining the dimethoxybenzene group to the chiral centre, with the dimethoxybenzene ring gauche to the amide group and anti to the ester group. In the crystal, weak intermolecular N—H⋯O and C—H⋯O hydrogen bonds form layers parallel to (110).

Crystal structure of (E)-2-(4-bromophenyl)ethenesulfonyl fluoride (C8H6BrFO2S)

Abstract C8H6BrFO2S, monoclinic, P21/m (no. 11), a = 4.7846(2) Å, b = 9.6099(4) Å, c = 10.3260(4) Å, β = 103.137(1)°, V = 462.36(3) Å3, Z = 2, Rgt(F) = 0.0193, wRref(F2) = 0.0502, T = 100(2) K.

Crystal structure of tert-butyl (phenylsulfinyl)carbamate, C11H15NO3S

Abstract C11H15NO3S, orthorhombic, Pna21 (no. 33), a = 9.5337(10) Å, b = 10.7168(11) Å, c = 11.5675(11) Å, V = 1181.9(2) Å3, Z = 4, Rgt(F) = 0.0252, wRref(F2) = 0.0689, T = 173 K.

Erratum: Tetra-kis-μ-l-alanine-κO:O'-bis-[tetra-aqua-terbium(III)] hexa-perchlorate. Corrigendum.

Corrigendum to Acta Cryst. (2009), E66, m193–m194.