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

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Research

182 KiB  
Short Note
Benzyl {2-[(2-(1H-Benzo[d][1,2,3]triazol-1-yl)-2-oxoethyl)amino]-2-oxoethyl} carbamate
by Hasan Küçükbay and Nesrin Buğday
Molbank 2014, 2014(3), M828; https://doi.org/10.3390/M828 - 04 Jul 2014
Viewed by 3329
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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Scheme 1

234 KiB  
Short Note
(1H-Benzo[d][1,2,3]triazol-1-yl)(5-bromo-1-hydroxy-1H-indol-3-yl)methanone
by Francesco Tibiletti, Andrea Penoni, Giovanni Palmisano, Angelo Maspero, Kenneth M. Nicholas and Luca Vaghi
Molbank 2014, 2014(3), M829; https://doi.org/10.3390/M829 - 11 Jul 2014
Cited by 3 | Viewed by 3711
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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Graphical abstract

177 KiB  
Short Note
6-Chloro-2-hydroxy-2-trifluoromethyl-2H-chromene-3-carboxylic acid (5-allylsulfanyl-[1,3,4]thiadiazol-2-yl)-amide
by Caixia Wang, Cuilian Xu, Guoyu Yang, Sufang Fan, Li Xin and Tingting Guo
Molbank 2014, 2014(3), M830; https://doi.org/10.3390/M830 - 25 Jul 2014
Cited by 1 | Viewed by 4715
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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985 KiB  
Short Note
3-Cyano-4,6-diphenyl-2-(phenethylamino)pyridine
by Afsaneh Zonouzi, Zakieh Izakian, Hasan Salehi, Khosrou Abdi and Seik Weng Ng
Molbank 2014, 2014(3), M831; https://doi.org/10.3390/M831 - 06 Aug 2014
Cited by 2 | Viewed by 4563
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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642 KiB  
Short Note
Chitooligosaccharide-2,5-anhydro-D-mannonic Acid
by Emil Salim, Daniela Ailincai and Stéphane Trombotto
Molbank 2014, 2014(3), M832; https://doi.org/10.3390/M832 - 19 Aug 2014
Cited by 7 | Viewed by 4388
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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636 KiB  
Short Note
N2-tert-Butoxycarbonyl-N5-[N-(9-fluorenylmethyloxycarbonyl)-2-aminoethyl]-(S)-2,5-diaminopentanoic Acid
by Jyotirmoy Maity and Roger Stromberg
Molbank 2014, 2014(3), M833; https://doi.org/10.3390/M833 - 22 Aug 2014
Cited by 1 | Viewed by 3594
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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781 KiB  
Short Note
(R)-(−)-2-[(5-Oxido-5-phenyl-5λ4-isoquino[4,3-c][2,1]benzothiazin-12-yl)amino]benzonitrile
by Marcus Frings, Iuliana Atodiresei and Carsten Bolm
Molbank 2014, 2014(3), M834; https://doi.org/10.3390/M834 - 26 Aug 2014
Cited by 2 | Viewed by 3804
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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