- Development of new methods for the synthesis of 2,3-bis(nitroxymethyl)-2,3-dinitrobutane-1,4-diol dinitrate and its intermediates
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Known methods for the synthesis of 2,3-bis(nitroxymethyl)-2,3-dinitrobutane-1,4-diol dinitrate and its intermediates were investigated. New procedures were developed for the preparation of these compounds. 2,3-Bis(nitroxymethyl)-2,3-dinitrobutane-1,4-diol dinitrate was studied by X-ray diffraction.
- Khisamutdinov, G. Kh.,Karpychev, Yu. V.,Zhbanova, Yu. S.,Kondyukov,Kashaev,Il′in
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- Tris(hydroxymethyl)nitromethane in phospholipids synthesis
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The tris(hydroxymethyl)nitromethane acetone derivative was applied as an initial compound for phospholipid syntheses. This ketal was converted in succession into the corresponding O,O- and O,N-cyclophosphites used further for preparation by the methods of organophosphorus chemistry of the first representatives from the following phospholipid types: phosphocholines, phosphomethylcolamines, diol phospholipids, and also cationic phospholipids. 2004 MAIK "Nauka/Interperiodica".
- Predvoditelev,Malenkovskaya,Nifant'ev
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- Polynitrocarbamates Derived from Nitromethane
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A variety of energetic compounds combining nitro with nitrocarbamate groups were synthesized. The precursors, polynitro alcohols, were obtained by the condensation of the readily available starting material nitromethane with the small aliphatic aldehydes formaldehyde and glyoxal. The conversion into carbamates was achieved with the reactive chlorosulfonyl isocyanate (CSI) and a final nitration yielded the polynitrocarbamates. The new compounds were fully characterized, including multinuclear NMR spectroscopy, vibrational analysis, mass spectrometry, differential scanning calorimetry, and elemental analysis. The energies of formation were calculated with the GAUSSIAN program package and the detonation parameters were predicted using the EXPLO5 computer code. Due to the positive oxygen balance (ΩCO) of the presented compounds, their performance data as oxidizers were determined and compared to the common oxidizer ammonium perchlorate.
- Klap?tke, Thomas M.,Krumm, Burkhard,Reith, Thomas
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p. 1474 - 1481
(2017/09/13)
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- Synthesis of Substituted 6-(1H-1,2,3-Triazol-1-Yl)- 4,7-Dihydro-1,3,5-Dioxazepine
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A convenient method was developed for the synthesis of 6-(1H-1,2,3-triazol-1-yl)-4,7-dihydro-1,3,5-dioxazepines, using deoxygenation of 1-(5-nitro-1,3-dioxan-5-yl)-1H-1,2,3-triazoles with triethyl phosphite.
- Rudakov,Dubovis,Kulagin,Tsar'Kova,Goloveshkin,Zhilin
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p. 1634 - 1646
(2015/03/05)
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- Synthesis and crystal structure of 5,5'-dinitro-[5,5'-bi-(1,3,2- dioxathiane)]2,2'-dioxide
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A novel 1,3,2-dioxathiane-2-oxide derivative 5,5'-dinitro-[5,5'-bis(1,3,2- dioxathiane)]2,2'-dioxide was synthesised. Moreover, the molecular structure of the compound was confirmed by the X-ray crystal structure determination.
- Zhang, Pan,Li, Jia-Rong,Yang, De-Li,Shi, Da-Xin
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p. 464 - 466
(2014/11/08)
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- A PROCESS FOR MAKING 2-NITRO-1-ETHANOL DERIVATIVES
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A process for making a 2-nitro-1-ethanol derivative of formula III: wherein R3 is as described herein is provided. Novel 2-nitro-1-ethanol derivatives provided.
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Page/Page column 7-8
(2012/10/18)
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- Efficient synthesis of a peculiar vicinal diamine semiochemical from streptomyces natalensis
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(Equation Presented). The pimaricin-inducing (PI) factor, produced by Streptomyces natalensis is a proposed pheromone with a peculiar vicinal diamine structure. The first synthesis of this molecule is reported. It features oxidative dimerization of an aci-nitro anion derived from tris(hydroxymethyl) nitromethane and disproportionation catalyst-facilitated hydrogenation of the resulting vicinal tertiary dinitro compound. As the synthesis requires only four steps with no chromatographic separations, it provides a convenient route to prepare PI factor for biological studies and industrial applications.
- Morin, Jesse B.,Sello, Jason K.
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supporting information; experimental part
p. 3522 - 3524
(2010/10/19)
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- Synthesis of heterocyclic geminal nitro azides
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The oxidative azidation reactions of C-nitro-substituted saturated heterocyclic compounds, viz., the nitro derivatives of oxetane, azetidine, 1,3-dioxane, tetrahydro-1,3-oxazine, and hexahydropyrimidine, were investigated. A novel representatives of the geminal nitro azides were prepared and their physicochemical properties were studied. The process of the formation of the geminal dinitro compounds upon oxidative azidation was analyzed.
- Katorov,Rudakov,Zhilin
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p. 2311 - 2317
(2014/05/06)
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- New submonomers for poly N-substituted glycines (peptoids)
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Five protected submonomers for peptoid synthesis were prepared, including N(in)-BOC-tryptamine, O-t-butyl tyramine, PMC-guanidino- propylamine, 6-amino-6-deoxy-D-galactopyranose diacetonide, and 5-amino-2,2- dimethyl-1,3-dioxane. The first three mimic nat
- Uno, Tetsuo,Beausoleil, Eric,Goldsmith, Richard A.,Levine, Barry H.,Zuckermann, Ronald N.
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p. 1475 - 1478
(2007/10/03)
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- Syntheses of 4-deoxy-D-fructose and enzymatic affinity study
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Enantiomerically pure 4-deoxy-D-fructose has been prepared and characterised in a protected form, acidic hydrolysis of which led to an aqueous solution of 4-deoxy-D-fructose. Activities of this compound with enzymes of the glycolysis pathway involved in glucose metabolism make possible access to 4-deoxy-D-fructose-6-phosphate, 4-deoxy-D-glucose-6- phosphate and 4-deoxy-D-gluconate-6-phosphate.
- Andre, Corinne,Bolte, Jean,Demuynck, Colette
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p. 3737 - 3739
(2007/10/03)
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- 1,3-Dioxan-5-ones: synthesis, deprotonation, and reactions of their lithium enolates
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A general synthetic route to 2-alkyl- and 2,2-dialkyl-1,3-dioxan-5-ones, using tris(hydroxymethyl)nitromethane as the starting material, is described.Deprotonation of these compounds was studied.It was established that these dioxanones could be deprotonated with LDA; however, the reduction of the carbonyl group via a hydride transfer from LDA, giving the corresponding dioxanols, often competed with deprotonation.The reduction could be minimized by using Corey's internal quench procedure to form silyl enol ethers and was less pronounced in 2,2-dialkyldioxanones (ketals) than in 2-alkyldioxanones (acetals).Self-aldol products were observed when dioxanone lithium enolates were quenched with H2O.Addition reactions of lithium enolates of dioxanones to aldehydes were threo-selective as predicted by the Zimmerman-Traxler model.Dioxanones having two different alkyl groups at the 2-position were deprotonated enantioselectively by chiral lithium amide bases with enantiomeric excess (ee) of up to 70percent. - Key words: 1,3-dioxan-5-ones, enantioselective deprotonation, chiral lithium amides.
- Majewski, Marek,Gleave, D. Mark,Nowak, Pawel
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p. 1616 - 1626
(2007/10/02)
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- Preparation and antiparasitic activity of new imidazoles bearing dioxane or hexahydropyrimidine moiety
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5-Nitro-1,3-dioxane and 5-nitrohexahydropyrimidine salts are found to be suitable nucleophiles for S(RN)1 reactions. From C-alkylation products, base-promoted nitrous acid elimination and acid-catalyzed cleavage of the resulting acetals afford new compounds. Only the imidazole derivatives exhibit significant amoebicide and trichomonacide activities. Structure-activity relationships are discussed.
- Vanelle,Maldonado,Crozet,Senouki,Delmas,Gasquet,Timon-David
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p. 709 - 714
(2007/10/02)
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- Synthesis by the S(RN)1 reaction of a new series of imidazo[1,2-a]pyridine derivatives with pharmacological potentialities
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The study of S(RN)1 reaction between 2-chloromethyl-3-nitroimidazo[1,2-a] pyridine and 2-nitropropane salts has been extended to various aliphatic, cyclic and heterocyclic nitronate anions. From C-alkylation products, base-promoted nitrous acid elimination afforded new potential pharmacological derivatives with a trisubstituted double bond at the 2 position.
- Vanelle,Madadi,Roubaud,Maldonado,Crozet
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p. 5173 - 5184
(2007/10/02)
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- Novel process for the preparation of serinol
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A process of forming 2-amino-1,3-propanediol by reducing the compound, 5-nitro-1,3-dioxane and subsequently hydrolyzing the reduced compound.
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- Novel process for the preparation of bronopol
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A process of forming 2-bromo-2-nitro-1,3-propanediol by contacting a 5-nitro-1,3-dioxane with bromine under alkaline conditions and hydrolyzing the brominated product.
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