22530-83-2Relevant academic research and scientific papers
Synthesis and structure-affinity relationships of 1,3,5-alkylsubstituted cyclohexylamines binding at NMDA receptor PCP site
Jirgensons, Aigars,Kauss, Valerjans,Kalvinsh, Ivars,Gold, Markus R.,Danysz, Wojciech,Parsons, Chris G.,Quack, Gunter
, p. 555 - 565 (2007/10/03)
A series of 1,3,5-alkylsubstituted cyclohexylamines 2 were synthesized as ligands for the N-methyl-D-aspartate (NMDA) receptor phencyclidine (PCP) binding site. Pure diastereomers with defined configuration of amino group 2- ax and 2-eq were obtained. The optimal size of 1,3,5-substituents was determined for cyclohexylamines 2 with an equatorial amino group in the lowest energy conformation using Hansch analysis. According to the data, the lipophilic part of cyclohexylamines 2 does not discriminate between hydrophobic regions of the PCP binding site but rather recognizes this site as a whole lipophilic pocket. (C) 2000 Editions scientifiques et medicales Elsevier SAS.
Conversion of alkenes and alcohols to azides over zeolite-supported sodium azide
Sreekumar,Padmakumar,Rugmini
, p. 1133 - 1134 (2007/10/03)
Zeolite-supported sodium azide reagents are versatile catalysts for the conversion of various alkenes and alcohols to the corresponding azides in good yield under mild conditions.
A Simple, One-Pot Transformation of t-Alkyl Chlorides Into (t-Alkyl)amines
Koziara, Anna,Osowska-Pacewicka, Krystyna,Zawadzki, Stefan,Zwierzak, Andrzej
, p. 487 - 489 (2007/10/02)
t-Alkyl chlorides are readily azidated using trimethylsilyl azide in the presence of tin tetrachloride.Tertiary azides can be transformed without isolation into the corresponding (t-alkyl)amine hydrochlorides in a one-pot procedure employing the Staudinger reaction.
IMINOPHOSPHORANE-MEDIATED TRANSFORMATION OF TERTIARY ALCOHOLS INTO t-ALKYLAMINES AND THEIR N-PHOSPHORYLATED DERIVATIVES
Koziara, Anna,Zwierzak, Andrzej
, p. 6513 - 6516 (2007/10/02)
Novel azidation of tertiary alcohols by means of trimetylsilyl azide in the presence of boron trifluoride etherate has been worked out.The Staudinger reaction of crude azides with triethyl phosphite affords the corresponding iminophosphoranes which can be directly transformed into diethyl N-(t-alkyl)phosphoroamidates or t-alkylamine tosylates.
Lewis Acid Catalyzed Conversion of Alkenes and Alcohols to Azides
Hassner, Alfred,Fibiger, Richard,Andisik, Donald
, p. 4237 - 4244 (2007/10/02)
Hydrazoic acid, though unreactive to alkenes, adds readily to enol ethers.In the presence of Lewis acids, in particular TiCl4, addition takes place readily to phenylethylenes or 1,1-disubstituted ethylenes to produce alkyl azides.Regiochemical, electronic, and steric influences were explored.TiCl4 also served to catalyze conversion of benzyl or tertiary alcohols to azides.Monosubstituted alkenes or primary alcohols are not affected.
