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Molbank, Volume 2014, Issue 3 (September 2014)

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Open AccessShort Note Benzyl {2-[(2-(1H-Benzo[d][1,2,3]triazol-1-yl)-2-oxoethyl)amino]-2-oxoethyl} carbamate
Molbank 2014, 2014(3), M828; doi:10.3390/M828
Received: 10 March 2014 / Accepted: 24 June 2014 / Published: 4 July 2014
PDF Full-text (182 KB) | Supplementary Files
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
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; doi:10.3390/M829
Received: 1 April 2014 / Accepted: 4 July 2014 / Published: 11 July 2014
PDF Full-text (234 KB) | Supplementary Files
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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Open AccessShort Note 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; doi:10.3390/M830
Received: 20 March 2014 / Accepted: 23 June 2014 / Published: 25 July 2014
Cited by 1 | PDF Full-text (177 KB) | Supplementary Files
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
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Open AccessShort Note 3-Cyano-4,6-diphenyl-2-(phenethylamino)pyridine
Molbank 2014, 2014(3), M831; doi:10.3390/M831
Received: 15 April 2014 / Accepted: 17 July 2014 / Published: 6 August 2014
Cited by 1 | PDF Full-text (985 KB) | Supplementary Files
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,
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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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Open AccessShort Note Chitooligosaccharide-2,5-anhydro-D-mannonic Acid
Molbank 2014, 2014(3), M832; doi:10.3390/M832
Received: 26 June 2014 / Accepted: 14 August 2014 / Published: 19 August 2014
PDF Full-text (642 KB) | Supplementary Files
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
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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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Open AccessShort Note N2-tert-Butoxycarbonyl-N5-[N-(9-fluorenylmethyloxycarbonyl)-2-aminoethyl]-(S)-2,5-diaminopentanoic Acid
Molbank 2014, 2014(3), M833; doi:10.3390/M833
Received: 3 April 2014 / Accepted: 7 August 2014 / Published: 22 August 2014
PDF Full-text (636 KB) | Supplementary Files
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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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; doi:10.3390/M834
Received: 25 July 2014 / Accepted: 19 August 2014 / Published: 26 August 2014
Cited by 1 | PDF Full-text (781 KB) | Supplementary Files
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,
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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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