4753-69-9Relevant academic research and scientific papers
Radiosynthesis of 11C-levetiracetam: A potential marker for PET imaging of SV2A expression
Cai, Hancheng,Mangner, Thomas J.,Muzik, Otto,Wang, Ming-Wei,Chugani, Diane C.,Chugani, Harry T.
supporting information, p. 1152 - 1155 (2014/12/10)
The multistep preparation of 11C-levetiracetam (11C-LEV) was carried out by a one-pot radiosynthesis with 8.3 ± 1.6% (n = 8) radiochemical yield in 50 ± 5.0 min. Briefly, the propionaldehyde was converted to propan-1-imine in situ as labeling precursor by incubation with ammonia. Without further separation, the imine was reacted with 11C-HCN to form 11C-aminonitrile. This crude was then reacted with 4-chlorobutyryl chloride and followed by hydrolysis to yield 11C-LEV after purification by chiral high-performance liquid chromatography (HPLC). Both the radiochemical and enantiomeric purities of 11C-LEV were >98%.
Kinetics and mechanism of the oxidation of some α-amino acids by butyltriphenylphosphonium dichromate
Panday, Dinesh,Dilsha,Kothari, Seema
experimental part, p. 816 - 821 (2010/07/13)
The oxidation of a series of nine α-amino acids by butyltriphenylphosphonium dichromate (BTPPD) in glacial acetic acid in the presence of toluene β-sulphonic acid (TsOH), leads to the formation of corresponding aldimines. The reactions are of first order with respect to BTPPD whereas the second order dependence is observed with respect to each the amino acid and hydrogen ion. The oxidation of perdeuterioglycine showed the absence of a kinetic isotope effect (kH/kD = 1.01 at 308 K). The reactions showed an excellent correlation with Taft's σ* substituent constants, the reaction constant being negative. The oxidation of alanine was studied in nineteen different organic solvents. The solvent effect was analyzed using Kamlet's and Swain's multiparametric equations. The analyses of solvent effect indicated the importance of the cation-solvating power of the solvent. Suitable mechanisms for the oxidation process are postulated.
Photoelectron spectroscopic and computational study of the thermolysis of 1,2,3,6-tetrahydro-1,2,4,5-tetrazines
Muchall, Heidi M.,Rademacher, Paul
, p. 189 - 194 (2007/10/03)
Gas phase thermolyses of 3,6-dimethyl, -diethyl and -di-n-propyl substituted 1,2,3,6-tetrahydro-1,2,4,5-tetrazines 1a-1c yielded the corresponding N-unsubstituted imines 2a-2c. The He(I) photoelectron spectra of propanimine (2b) and butanimine (2c) are presented for the first time. First ionization potentials and orbital energies of the imines as determined with B3LYP/6-31 + G*//HF/6-31 + G* reproduce the experimental data. Ionization bands arising from N,N'-unsubstituted diazetidines 3a-3c could not be detected in the pyrolysis spectra of 1a-1c. Calculations for the extrusion of nitrogen from tetrahydrotetrazine 1a resulted in a transition state for a [2 + 2 + 2]-cycloreversion that leads to the imine 2a as product.
A CONVENIENT SYNTHESIS OF ENOLIZABLE N-TRIALKYLSILYLIMINES USING VACUUM GAS-SOLID REACTIONS
Guillemin, Jean-Claude,Ammi, Loutfi,Denis, Jean-Marc
, p. 1287 - 1288 (2007/10/02)
N-trialkylsilylimines are synthesized in gram-scale by vacuum gas-solid reactions and fully characterized by spectroscopy.
SYNTHESE D'IMINES LINEAIRES NON-STABILISEES PAR REACTIONS GAZ-SOLIDE SOUS VIDE(1).
Guillemin, Jean-Claude,Denis, Jean-Marc
, p. 4431 - 4446 (2007/10/02)
Unstabilized imines are synthetized in gram-scale by vacuum dehydrochlorination of N-chloroalkylamines and by vacuum dehydrocyanation of α-aminonitriles on solid base.All the new compounds are characterized at low temperature by 1H, 13C NMR and IR spectroscopy.
