Structural features of the reaction of N-pivaloyl-2-piperidone with phenyllithium were elaborated. Two compounds (4) and (5) were obtained and their structures were established by X-ray analysis. C16H23NO2(4): monoclinic, C2/c, a=37,197(7), b=8.479(2), c=9.988(2) A, beta=96.5(3)degree, Z=8; C22H27NO (5): orthorhombic, P2-12-12-1, a=8.244(2), b=10.305(2), c=22.616(5) A, Z=4.
Crystal structure of N-methylcamphorimide and its monothio and monoseleno analogues show pronounced non-planarity of the chromophore moieties. The observed degree of the chromophore deformation decreases on going from the N-methylocamphorimide through its thiocarbonyl to the selenocarbonyl analogue.
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A series of fourteen derivatives of adamantane was synthesised. The new compound 4-(adamant-1-ylmethoxycarbonyl)phthalanhydride obtained from 1-adamantane- methanol and trimellitic anhydride chloride appeared very useful for preparation of a number of N-substituted phthalimides. Antimicrobial activity of the newly obtained derivatives such as, for example, 4-(adamant-1-ylmethoxycarbonyl)-N-(5-carboxypentamethylene)phthalimide or 4-(adamant-1-ylmethoxycarbonyl)-N-(L-alanyl)phthalimide was tested against Staphylococcus aureus, Bacillus sp., Micrococcus flavus and Enterococcus faecium. The minimal inhibitory concentration (MIC) for these compounds against S. aureus were 0.022 and 0.05 μg/ml, respectively.
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