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Molbank, Volume 2017, Issue 4 (December 2017)

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Open AccessShort Note Methyl N-[1-(Benzoylamino)-2-methoxy-2-oxoethyl]-tryptophanate
Molbank 2017, 2017(4), M958; doi:10.3390/M958
Received: 17 August 2017 / Revised: 8 September 2017 / Accepted: 12 September 2017 / Published: 22 September 2017
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Abstract
The title compound, methyl N-[1-(benzoylamino)-2-methoxy-2-oxoethyl]tryptophanate 2, was 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
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The title compound, methyl N-[1-(benzoylamino)-2-methoxy-2-oxoethyl]tryptophanate 2, was 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 was tested in vitro for its antibacterial activity against Gram-positive bacteria, Bacillus subtilis and Staphylococcus aureus, and Gram-negative bacteria, Escherichia coli, Pseudomonas aeruginosa, and Salmonella enteric. The MIC values showed that the synthesized compound had a bactericidal effect against the strains tested. Full article
(This article belongs to the Section Organic Synthesis)
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Figure 1

Open AccessShort Note (2-Deoxy-2-{[2-(2-pyridinyl-κN)-4-thiazolecarbonyl-κN3]amino}-α-d-glucopyranose)dichloropalladium(II) Methanol Solvate
Molbank 2017, 2017(4), M959; doi:10.3390/M959
Received: 21 August 2017 / Revised: 22 September 2017 / Accepted: 22 September 2017 / Published: 25 September 2017
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Abstract
A novel palladium(II) complex with a glycoconjugated 2-(2-pyridyl)thiazole ligand was synthesized. Single-crystal X-ray analysis revealed a packing structure that may be stabilized by hydrogen bonding between sugar moieties and between methanol (crystal solvent) and a sugar moiety. Full article
(This article belongs to the Section Structure Determination)
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Figure 1

Open AccessShort Note N-{4-[(2E)-3-(2H-1,3-Benzodioxol-5-yl)prop-2-enoyl]phenyl}quinoline-3-carboxamide
Molbank 2017, 2017(4), M960; doi:10.3390/M960
Received: 5 September 2017 / Revised: 22 September 2017 / Accepted: 26 September 2017 / Published: 18 October 2017
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Abstract
An amide chalconehas been synthesized in a two-step reaction. First, N-(4-acetylphenyl)quinoline-3-carboxamide 2 was synthesized by the reaction of quinoline-3-carboxylic acid 1 and thionyl chloride (SOCl2), following the addition of 4-aminoacetophenone. Then, a typical Claisen–Schmidtreactionwas made between 2 and piperonal using
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An amide chalconehas been synthesized in a two-step reaction. First, N-(4-acetylphenyl)quinoline-3-carboxamide 2 was synthesized by the reaction of quinoline-3-carboxylic acid 1 and thionyl chloride (SOCl2), following the addition of 4-aminoacetophenone. Then, a typical Claisen–Schmidtreactionwas made between 2 and piperonal using KOH solution as a catalystin ethanol, under ultrasonic irradiation. The structure of the target compound was established by FTIR (Fourier-transform infrared spectroscopy), HRMS, 1H and 13C-NMR. Full article
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Scheme 1

Open AccessShort Note 5,9,11-Trihydroxy-10-(2″-hydroxy-3″-methylbut-3″-en-1-yl)-2,2-dimethyl-3-(2′-methylbut-3′-en-2′-yl)-2H,12H-pyrano[2,3-a]xanthen-12-one from Calophyllum pseudomole
Molbank 2017, 2017(4), M961; doi:10.3390/M961
Received: 1 September 2017 / Revised: 27 September 2017 / Accepted: 27 September 2017 / Published: 30 September 2017
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Abstract
A new pyranocoumarin, namely 5,9,11-trihydroxy-10-(2″-hydroxy-3″-methylbut- 3″en-1-yl)-2,2-dimethyl-3-(2′-methylbut-3′-en-2′-yl)-2H,12H-pyrano[2,3-a]xanthen-12-one 1, was isolated from the stem barkof Calophyllum pesudomole. The structure of compound 1 was elucidated based on its ultaraviolet (UV); infrared (IR); high resolution electro spray ionization mass spectrometry (HRESIMS);
[...] Read more.
A new pyranocoumarin, namely 5,9,11-trihydroxy-10-(2″-hydroxy-3″-methylbut- 3″en-1-yl)-2,2-dimethyl-3-(2′-methylbut-3′-en-2′-yl)-2H,12H-pyrano[2,3-a]xanthen-12-one 1, was isolated from the stem barkof Calophyllum pesudomole. The structure of compound 1 was elucidated based on its ultaraviolet (UV); infrared (IR); high resolution electro spray ionization mass spectrometry (HRESIMS); 1D and 2D nuclear magnetic resonance (NMR) spectral data. Full article
(This article belongs to the Section Natural Products)
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Figure 1

Open AccessFeature PaperShort Note 1,3-Bis(2,6-diisopropylphenyl)-2-trichloromethylimidazolidine
Molbank 2017, 2017(4), M962; doi:10.3390/M962
Received: 15 September 2017 / Revised: 10 October 2017 / Accepted: 11 October 2017 / Published: 12 October 2017
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Abstract
A new chloroform adduct of the N-heterocyclic carbene (NHC) 1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene (SIPr) has been prepared via C–H bond activation of the chloroform at the carbene carbon. This redox product was crystallized and was characterized by 1H and 13C-NMR spectroscopy, elemental analysis
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A new chloroform adduct of the N-heterocyclic carbene (NHC) 1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene (SIPr) has been prepared via C–H bond activation of the chloroform at the carbene carbon. This redox product was crystallized and was characterized by 1H and 13C-NMR spectroscopy, elemental analysis (EA), and single-crystal X-ray diffraction. The 1H and 13C-NMR spectroscopic data are in agreement with the crystal structure. Density functional theory (DFT) calculations were performed as a means for comparison to experimental data and the computational results are in agreement with those obtained experimentally. Full article
(This article belongs to the Section Structure Determination)
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Figure 1

Open AccessShort Note 1,8-bis(2-hydroxy-3,5-di-tert-butylbenzyl)-4,11-dibenzyl-1,4,8,11-tetraazacyclotetradecane
Molbank 2017, 2017(4), M963; doi:10.3390/M963
Received: 15 September 2017 / Revised: 9 October 2017 / Accepted: 11 October 2017 / Published: 13 October 2017
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Abstract
A cyclam (1,4,8,11-tetraazacyclotetradecane)-based macrocycle bearing two benzyl and two 2-hydroxy-3,5-di-tert-butylbenzyl pendent arms was synthesized and characterized using spectroscopic techniques and single crystal X-ray diffraction. The macrocycle crystallizes in the triclinic space group P-1, with the asymmetric unit containing one-half of
[...] Read more.
A cyclam (1,4,8,11-tetraazacyclotetradecane)-based macrocycle bearing two benzyl and two 2-hydroxy-3,5-di-tert-butylbenzyl pendent arms was synthesized and characterized using spectroscopic techniques and single crystal X-ray diffraction. The macrocycle crystallizes in the triclinic space group P-1, with the asymmetric unit containing one-half of the molecule. The structure is stabilized by hydrogen-bonding which exists between the phenolic protons and the nitrogen atoms of the macrocyclic ring. The presence of this hydrogen bonding is observed in the 1H-NMR due to the deshielded nature of the phenolic OH peak (δ 9.99). Cyclic voltammetry of the ligand revealed a single quasi-reversible peak at −0.58 V (Epc = −0.48 V and Epa = −0.68 V), which is due to the electrochemical oxidation of the phenol to the phenoxyl radical. Full article
(This article belongs to the Section Structure Determination)
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