Optimelt mpa 100 instrument

Radial chromatography was performed using a Chromatotron model 7924T (Harrison Research, Palo Alto, CA, USA). Rotors were coated with silicagel 60 PF₂₅₄ containing gypsum for preparative layer chromatography in 1, 2, or 4 mm thick layers. Silicagel 130–270 Mesh 60 A was used for column chromatography. Melting points were determined in an Optimelt MPA 100 instrument, (Stanford Research Systems, Sunnyvale, CA, USA). NMR spectra of CDCl₃ or DMSO-d₆ solutions were recorded on Avance DPX 300 MHz (Bruker, Rheinstetten Germany) at 302 K; chemical shifts are reported relative to tetramethylsilane (TMS) or residual solvent peaks. Elemental analyses were performed on a 2400 CHNS/O (Perkin Elmer, Waltham, MA, USA). HRMS spectra were obtained on an 6224 Accurate Mass TOF LC/MS instrument (Agilent, Santa Clara, CA, USA).

Purification of the obtained adamantile-containing derivatives 2, 3, 4 and 5 was performed on a Pure C-815 Flash Advanced chromatographic system (Buchi Labortechnik AG, Flawil, Switzerland).
The structure of the obtained compounds was confirmed by GC-MS (Figures S1–S8 in the Supplementary Materials), ¹H and ¹³C NMR spectroscopy (Figures S9–S30 in the Supplementary Materials) and elemental analysis. Mass spectra were recorded on an Agilent GC 7820A/MSD 5975 chromatography-mass spectrometer (Agilent Technologies, Santa Clara, CA, USA) in fullscan (EI) mode. NMR ¹H and ¹³C was performed on Bruker DPX 300 (Bruker Corporation, Billerica, MA, USA) in a DMSO-d₆ solvent; chemical shifts ¹H were given relative to SiMe₄. Elemental analysis was performed on a Perkin-Elmer Series II 2400 instrument (Perkin-Elmer, Waltham, MA, USA). Melting points were determined using an OptiMelt MPA100 instrument (Stanford Research Systems, Sunnyvale, CA, USA).