3-Azabicyclo[3.3.1]nonane Derivatives: IV. Synthesis of Amino Acids with 3-Azabicyclo[3.3.1]nonane Fragment |
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| Authors: | Shakhkel' IV Nikiforova EG Grudtsyn YuD Atroshchenko YuM Borbulevich OYa Efremov YuA Gitis SS Moiseev DN Alifanova EN Chudakov PV Kovalevskii AYu |
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| Institution: | (1) Lev Tolstoi Tula State Pedagogical University, Tula, 300600, Russia;(2) Russian Academy of Sciences, Nesmeyanov Institute of Organoelemental Compounds, Moscow, Russia |
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| Abstract: | A series of 1.5-dinitro-3-azabicyclo3.3.1]non-6-enes was prepared by reduction of 1-R-2,4- and 1-R-3,5-dinitrobenzenes with potassium borohydride followed by Mannich reaction with formaldehyde and amino acids. The molecular structure of (6-bromo-1,5-dinitro-3-azabicyclo3.3.1]non-6-en-3-yl)acetic acid was studied by X-ray diffraction analysis. The mechanism of decomposition under electron impact was determined for (7-methoxy-1,5-dinitro-3-azabicyclo3.3.1]non-6-en-3-yl)acetic acid. |
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