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Molbank, Volume 2014, Issue 3 (September 2014) – 7 articles

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Open AccessShort Note
(R)-(−)-2-[(5-Oxido-5-phenyl-5λ4-isoquino[4,3-c][2,1]benzothiazin-12-yl)amino]benzonitrile
Molbank 2014, 2014(3), M834; https://doi.org/10.3390/M834 - 26 Aug 2014
Cited by 1 | Viewed by 2188
Abstract
Copper-catalyzed cross-coupling between (S)-S-methyl-S-phenylsulfoximine (1) and 2-iodobenzonitrile (2) resulted in the discovery of an unprecedented one-pot triple arylation sequence to give (R)-(−)-2-[(5-oxido-5-phenyl-5λ4-isoquino[4,3-c][2,1]benzothiazin- 12-yl)amino]benzonitrile (4). Here, [...] Read more.
Copper-catalyzed cross-coupling between (S)-S-methyl-S-phenylsulfoximine (1) and 2-iodobenzonitrile (2) resulted in the discovery of an unprecedented one-pot triple arylation sequence to give (R)-(−)-2-[(5-oxido-5-phenyl-5λ4-isoquino[4,3-c][2,1]benzothiazin- 12-yl)amino]benzonitrile (4). Here, we describe the synthesis of the title compound (R)-4 and the elucidation of its structure by means of various techniques. Full article
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N2-tert-Butoxycarbonyl-N5-[N-(9-fluorenylmethyloxycarbonyl)-2-aminoethyl]-(S)-2,5-diaminopentanoic Acid
Molbank 2014, 2014(3), M833; https://doi.org/10.3390/M833 - 22 Aug 2014
Cited by 1 | Viewed by 2046
Abstract
N2-tert-Butoxycarbonyl-N5-[N-(9-fluorenylmethyloxycarbonyl)-2-aminoethyl]-(S)-2,5-diaminopentanoic acid (5) has been synthesized by the reaction of N2-tert-butoxycarbonyl-L-2,5-diaminopentanoic acid (Boc-L-ornithine, 3) and N-Fmoc-2-aminoacetaldehyde (N-Fmoc-glycinal, 4) in the presence of sodium cyanoborohydride in methanol containing 1% acetic acid at room temperature. Full article
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Chitooligosaccharide-2,5-anhydro-D-mannonic Acid
Molbank 2014, 2014(3), M832; https://doi.org/10.3390/M832 - 19 Aug 2014
Cited by 4 | Viewed by 2312
Abstract
Chitooligosaccharide with one 2,5-anhydro-D-mannofuranose unit at the reducing end (COSamf) was prepared by nitrous deamination of fully N-deacetylated chitosan. The oxidation of the amf-unit by chlorite sodium was achieved in high yield. The chemical structure of the targeted chitooligosaccharide-2,5-anhydro-D-mannonic acid with a [...] Read more.
Chitooligosaccharide with one 2,5-anhydro-D-mannofuranose unit at the reducing end (COSamf) was prepared by nitrous deamination of fully N-deacetylated chitosan. The oxidation of the amf-unit by chlorite sodium was achieved in high yield. The chemical structure of the targeted chitooligosaccharide-2,5-anhydro-D-mannonic acid with a degree of polymerization ~10 was fully characterized by NMR spectroscopy, MALDI-TOF mass spectrometry and size-exclusion chromatography. The success of this synthesis opens the way to a new generation of end-functionalized COS building blocks. Full article
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3-Cyano-4,6-diphenyl-2-(phenethylamino)pyridine
Molbank 2014, 2014(3), M831; https://doi.org/10.3390/M831 - 06 Aug 2014
Cited by 1 | Viewed by 2453
Abstract
Novel synthesis of a 2-amino-3-cyano-2,6-diphenyl pyridine by a one-pot multi-component reaction of 1,3-diphenylpropane-1,3-dione, malononitrile and phenethylamine in the presence of N-hydroxybenzamide and zinc chloride has been reported. The structure of the synthesized compound was assigned on the basis of its elemental analysis, [...] Read more.
Novel synthesis of a 2-amino-3-cyano-2,6-diphenyl pyridine by a one-pot multi-component reaction of 1,3-diphenylpropane-1,3-dione, malononitrile and phenethylamine in the presence of N-hydroxybenzamide and zinc chloride has been reported. The structure of the synthesized compound was assigned on the basis of its elemental analysis, 1H-NMR, 13C-NMR, IR and mass spectral data. X-ray structure analysis confirmed unambiguously the proposed structure. The photophysical properties (λAbs., λFlu.) in CH3OH, CH3CN, CH2Cl2 and the emission spectrum of the new compound in solution and in the solid state are reported. Full article
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6-Chloro-2-hydroxy-2-trifluoromethyl-2H-chromene-3-carboxylic acid (5-allylsulfanyl-[1,3,4]thiadiazol-2-yl)-amide
Molbank 2014, 2014(3), M830; https://doi.org/10.3390/M830 - 25 Jul 2014
Cited by 1 | Viewed by 2183
Abstract
A new chromene containing 1,3,4-thiadiazole and trifluoromethyl(CF3), 6-chloro-2-hydroxy-2-trifluoromethyl-2H-chromene-3-carboxylic acid (5-allylsulfanyl-[1,3,4]thiadiazol-2-yl)-amide was synthesized and its structure was characterized by IR, 1H-NMR, 13C-NMR, 19F-NMR and HRMS. Full article
Open AccessShort Note
(1H-Benzo[d][1,2,3]triazol-1-yl)(5-bromo-1-hydroxy-1H-indol-3-yl)methanone
Molbank 2014, 2014(3), M829; https://doi.org/10.3390/M829 - 11 Jul 2014
Cited by 2 | Viewed by 2043
Abstract
The title compound was easily prepared by a nitrosoarene-alkyne cycloaddition reaction carried out in toluene at 80 °C. The product is a highly functionalized compound that can be further derivatized through various functional group interconversion procedures. Full article
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Benzyl {2-[(2-(1H-Benzo[d][1,2,3]triazol-1-yl)-2-oxoethyl)amino]-2-oxoethyl} carbamate
Molbank 2014, 2014(3), M828; https://doi.org/10.3390/M828 - 04 Jul 2014
Viewed by 1897
Abstract
N-(Protected α-aminoacyl)benzotriazoles are powerful acylating agents, and they are used frequently for preparing peptides and their mimetics and conjugates. The present paper describes the synthesis and characterization of a new benzyl {2-[(2-(1H-benzo[d][1,2,3]triazol-1-yl)-2-oxoethyl)amino]-2-oxoethyl} carbamate. Full article
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