Synthesis of potential inhibitors of the protein A Tase

Abstract

Thin layer chromatography was carried out using Merck Kieselgel 60 F254 0.2 mm silica gel plates. Visualisation was by means of ultra-violet light at 254 nm. Flash column chromatography was carried out using Merck Kieselgel 60 (mesh 230-400 ASTM) silica gel. Evaporation under reduced pressure refers to the use of a Buchi rotary evaporator. Dry tetrahydrofuran was obtained by first drying over potassium hydroxide pellets for 24 hours, then distilling from lithium aluminium hydride and finally distilling from sodium benzophenone ketyl. Melting points are uncorrected and were measured in unsealed capillary tubes using either Stuart Scientific SMP2 digital apparatus or Electrothermal IA9100 melting point apparatus. Infrared spectra were recorded as Nujol mulls using either Perkin-Elm er 883 or Perkin-Elmer Paragon 1000 spectrophotometer. Nuclear magnetic resonance spectra were recorded using Bruker WP-80, Bruker MSL 300 or Bruker DPX 400 spectrometers. Chemical shifts of 1H and 13C NMR spectra were measured in deuterated dimethyl sulfoxide. Coupling constants (J) are quoted in Hertz. Elemental analyses were carried out at the Microanalytical Laboratory, University College Dublin.