Structure Assignment of the Two Isomers of 2-(1H-1,2,3-Triazol-1-yl)-Glycine N-Protected by Spectroscopic Methods and by Chemical Pathway| Chapter 4 | Theory and Applications of Chemistry Vol. 4

We describes in this chapter, the assignment of the 1,4- and 1,5-regioisomer structures of N-protected 2-(1H-1,2,3-triazol-1-yl)-glycine derivatives on the basis of 1H NMR, IR and chemical pathway. A subsequent assignment of 1,4- and 1,5-regioisomer structures of biheterocyclic glycine derivatives and their phosphonic analogues were based on spectroscopic study in 1H NMR and 13C NMR.  
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The compound, 4-[(3,5-dimethyl-1H-pyrazol-1-yl)methyl]-4-methyl-2-phenyl-4,5-dihydrooxazole 2 was prepared in high yield, through nucleophilic substitution reaction of the O-tosyloxazoline derivative 1, by heating in dimethyl sulfoxide (DMSO) and in presence of KOH as base. The structure of the synthesized compound was established on the basis of NMR spectroscopy (1H, 13C), MS data and elemental analysis.   Author(s) Details
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The title compound, methyl N-[1-(benzoylamino)-2-methoxy-2-oxoethyl]tryptophanate 2, have been synthesized in high yield, via N-alkylation reaction of methyl 2-azido-2-benzamidoacetate with methyl 2-amino-3-(1H-indol-3-yl)propanoate in acetone, with the presence of diisopropylethylamine as a base. The structure of the prepared compound was characterized by 1H, 13C NMR in addition to MS, X-Ray diffraction data, and elemental analysis. This compound
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The alkylation reaction of 1H-1,2,4-triazole with (4-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)methyl-4-methylbenzenesulfonate in presence of K2CO3 as base and a catalytic amount of tetrabutylammonium bromide in N,N’-dimethylformamide, followed by an oxazoline ring-opening reaction in an acidic medium, and protection of amine function, leads normally to obtain two regioisomers of N-protected β-aminoalcohols with prevalence of the N1-isomer. After purification by column
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The 1,3-dipolar cycloaddition reaction between 4-(azidomethyl)-4-methyl-2-phenyl-4,5-dihydrooxazole and 9-(prop-2-ynyl)-9H-carbazole, in toluene at reflux, leads to obtain two regioisomers with different proportions where the 1,4-regioisomer is generally more prominent than 1,5-regioisomer. The assignment of structures to 1,2,3-triazolic regioisomers was established in base of a comparative study of NMR spectral data (1H, 13C, 15N and 2D 1H-15N HMBC
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The compound, diethyl 1-((4-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)methyl)-1H-1,2,3-triazole-4,5-dicarboxylate 2, was synthesized in high yield, through 1,3-dipolar cycloaddition reaction of 4-(azidomethyl)-4-methyl-2-phenyl-4,5-dihydrooxazole and diethyl but-2-ynedioate in the absence of a solvent. The structure of the synthesized compound was established on the basis of NMR spectroscopy (1H, 13C), X-ray crystallography and MS data. The prepared compound was also tested in vitro for
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In order to improve the mechanical properties of acrylic films, Poly methyl-methacrylate (PMMA)/ Aluminum oxide (Al2O3) films are prepared following solution casting technique. The mechanical behavior of prepared films has been analyzed by employing Ultrasonic Pulse Echo method. The morphology of films is examined via XRD and SEM analysis. The synergetic effect is observed in
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The compound, diethyl 1-((4-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)methyl)-1H-1,2,3-triazole-4,5-dicarboxylate 2, was synthesized in high yield, through 1,3-dipolar cycloaddition reaction of 4-(azidomethyl)-4-methyl-2-phenyl-4,5-dihydrooxazole and diethyl but-2-ynedioate in the absence of a solvent. The structure of the synthesized compound was established on the basis of NMR spectroscopy (1H, 13C), X-ray crystallography and MS data. The prepared compound was also tested in vitro for
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Tetrazoles are an important class of nitrogen containing heterocycles with a wide range of medicinal and commercial applications. Tetrazolyl analogs of amino acids exhibit versatile biologic activity, and some of them are known pharmaceuticals. In addition, compounds of this type may be using in development of radiopharmaceuticals for positron emission tomography. In continuation of our
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The amino ester derivative was synthesized via N-alkylation of methyl a-azido glycinate N-benzoylated 1 with methyl 2-amino-2-phenylacetate in methylene chloride and in presence of triethylamine as basic catalyst. The structure of the prepared compound was determined by spectroscopic methods: 1H-NMR, 13C-NMR, MS data, elemental analysis and confirmed by X-Ray diffraction. This compound was screened in
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