3586-25-2Relevant academic research and scientific papers
Synthesis and evaluation of in vitro anti-tuberculosis activity of N-substituted glycolamides
Daryaee, Fereidoon,Kobarfard, Farzad,Khalaj, Ali,Farnia, Parisa
, p. 289 - 295 (2009)
On the basis of the structural similarity of N-substituted glycolamides with N-glycolyl muramic acid residues of the cell wall of Mycobacterium tuberculosis, a series of these compounds were designed and synthesized by the reaction of glycolic acid acetonide 1 (2,2-dimethyl-5-oxo-1,3-dioxolane) with the proper amines. The minimum inhibitory concentration (MIC) was determined against M. tuberculosis H37Rv in BACTEC 12B medium, using the Microplate Alamar Blue Assay (MABA). Among the synthesized compounds, all those with disubstituted amide structure accompanied by one or two heteroatom(s) with loan pair(s) of electrons atom(s) β to the amide nitrogen demonstrated moderate anti-tuberculosis activity and all the monosubstituted amides showed no activity at all.
Oxidorhenium(V) complexes with oxazolinylmethoxido ligands-structure and catalytic epoxidation
Terfassa, Belina,Traar, Pedro,Volpe, Manuel,Moesch-Zanetti, Nadia C.,Raju,Megersa, Negussie,Retta, Negussie
, p. 4434 - 4440 (2011)
Reaction of [ReOCl3(PPh3)2] with (4,5-dihydrooxazol-2-yl)methanol and three methyl-substituted derivatives thereof (2a-2d) in boiling acetone or tetrahydrofuran gave oxidorhenium(V) complexes of the type [ReOCl2(PPh3)(2a-2d)] (3a-3d) as blue crystalline materials in good yields. The complexes were characterized by 1H, 13C, 31P NMR and IR spectroscopy, mass spectrometry, elemental analysis and single-crystal X-ray diffraction analysis. All the complexes showed distorted octahedral geometries and were found to contain only one oxazolyl ligand displacing one PPh3 molecule and one chloride ion from the precursor complex [ReOCl3(PPh 3)2]. The complexes were tested as catalysts for the epoxidation of cyclooctene with 3 equiv. of tert-butyl hydroperoxide (TBHP). Complex 3a containing (4,5-dihydrooxazol-2-yl)methanol showed the highest yield of epoxide (79 %), whereas the complex with the tetramethyl-substituted ligand 3d exhibited the lowest catalytic activity. Copyright
Metal Template Assisted Proximal Arrangement of a Nucleophile and an Electrophile: Site-Selective Acylation of α-Hydroxyamides in Polyols
Nishikawa, Yasuhiro,Takemoto, Kohei,Matsuda, Kana,Tanaka, Risa,Arashima, Akira,Ito, Kanako,Kamezawa, Yuki,Hori, Yuna,Hara, Osamu
supporting information, p. 3367 - 3371 (2018/06/11)
Site-selective acylation of α-hydroxyl groups in amides has been achieved in the presence of other primary hydroxyl groups with intrinsic high reactivity. In this methodology, a relatively stable pyridine aldoxime ester was exploited as an acyl donor to suppress undesired acylation. The catalytic activation of a pyridine aldoxime ester with a Lewis acid produced a cationic complex, which preferentially attracted the Lewis basic α-hydroxyamide via a template effect, to thus facilitate o-acylation.
