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Molbank, Volume 2015, Issue 4 (December 2015) – 14 articles

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Open AccessShort Note
Luteinizing Hormone Releasing Hormone/Galactose Core/Lipopeptide
Molbank 2015, 2015(4), M881; https://doi.org/10.3390/M881 - 16 Dec 2015
Viewed by 1139
Abstract
A self-adjuvanting vaccine candidate comprising four copies of luteinizing hormone releasing hormone (LHRH), a galactose carrier/core and lipoamino acid based adjuvant was synthesized in 21% yield by a solid phase peptide synthesis, carbohydrate and Boc-chemistry methods. Full article
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9,19-Cyclolanost-24-en-3-one,21,23-epoxy-21,22-dihydroxy (21R, 22S, 23S) from the Leaves of Lansium domesticum Corr cv Kokossan
Molbank 2015, 2015(4), M880; https://doi.org/10.3390/M880 - 04 Dec 2015
Cited by 1 | Viewed by 1343
Abstract
A new cycloartan-type triterpenoid, 9,19-cyclolanost-24-en-3-one,21,23-epoxy-21,22-dihydroxy (21R, 22S, 23S), was isolated from the leaves of Lansium domesticum Corr cv kokossan. The chemical structure of 1 was elucidated on the basis of spectroscopic data, X-ray diffraction and comparison with those related compounds previously reported. [...] Read more.
A new cycloartan-type triterpenoid, 9,19-cyclolanost-24-en-3-one,21,23-epoxy-21,22-dihydroxy (21R, 22S, 23S), was isolated from the leaves of Lansium domesticum Corr cv kokossan. The chemical structure of 1 was elucidated on the basis of spectroscopic data, X-ray diffraction and comparison with those related compounds previously reported. Full article
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4-[3-(Pyridin-3-yl)prop-2-enoyl]phenyl 4-dodecyloxybenzoate
Molbank 2015, 2015(4), M879; https://doi.org/10.3390/M879 - 02 Dec 2015
Viewed by 1236
Abstract
Steglich esterification between 1-(4-hydroxyphenyl)-3-(pyridin-3-yl)prop-2-en-1-one and 4-dodecyloxybenzoic acid has produced a new compound, 4-[3-(pyridin-3-yl) prop-2-enoyl]phenyl 4-dodecyloxybenzoate. The title compound was characterized by IR and NMR analysis. Full article
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Open AccessShort Note
Methyl (6-Ethyldibenzo[d,f][1,3]dioxepin-6-yl)acetate
Molbank 2015, 2015(4), M878; https://doi.org/10.3390/M878 - 24 Nov 2015
Viewed by 996
Abstract
Starting from 2,2'-dihydroxybiphenyl and an allenic ester, the title dibenzo-condensed dioxepine derivative was synthesized using a one-pot procedure. Full article
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N′-(1,3-Dithiolan-2-ylidene)-3-(phenylamino)propanehydrazide
Molbank 2015, 2015(4), M877; https://doi.org/10.3390/M877 - 23 Nov 2015
Cited by 2 | Viewed by 1269
Abstract
A synthesis of N′-(1,3-dithiolan-2-ylidene)-3-(phenylamino)propanehydrazide from 3-(phenylamino)propanehydrazide, carbon disulfide and 1,2-dibromoethane is reported. The title compound was characterized by 1H NMR, 13C NMR, ESI/MS, and elemental analysis. Full article
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1,4-Di(2-butoxycarbonyl-trans-vinyl)-2,5-dimethoxybenzene
Molbank 2015, 2015(4), M876; https://doi.org/10.3390/M876 - 23 Nov 2015
Cited by 1 | Viewed by 1221
Abstract
The title compound 1,4-di(2-butoxycarbonyl-trans-vinyl)-2,5-dimethoxybenzene was synthesized in 94% yield through the Heck reaction between 2,5-diiodo-1,4-dimethoxybenzene and n-butyl acrylate, using bis(dibenzylideneacetone) palladium(0) as homogeneous catalyst. Full article
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(8R,10aS)-Methyl 2,4-diamino-8-(tert-butyl)-6-oxo-6,8,10,10a-tetrahydrooxazolo[3′′,4′′:1′,5′]-pyrrolo[3′,4′:5,6]pyrido[2,3-d]pyrimidine-10a-carboxylate
Molbank 2015, 2015(4), M875; https://doi.org/10.3390/M875 - 23 Nov 2015
Cited by 1 | Viewed by 1307
Abstract
A fused polyheterocyclic derivative is available by annulation of a tetramate scaffold, and has been shown to have some Gram-negative, but not Gram-positive, antibacterial activity. Full article
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1-(3-Iodopropyl)-4-methylquinolin-1-ium Iodide
Molbank 2015, 2015(4), M874; https://doi.org/10.3390/M874 - 11 Nov 2015
Cited by 1 | Viewed by 1240
Abstract
A solvent-free “one-pot” synthetic approach to 1-(3-iodopropyl)-4-methylquinolin-1-ium iodide is reported in the present work. The title compound is derived from N-alkylation of 4-methylquinoline with 1,3-diiodopropane proceeded at room temperature. The target quinolinium salt is obtained in a highly pure form. It’s structure was [...] Read more.
A solvent-free “one-pot” synthetic approach to 1-(3-iodopropyl)-4-methylquinolin-1-ium iodide is reported in the present work. The title compound is derived from N-alkylation of 4-methylquinoline with 1,3-diiodopropane proceeded at room temperature. The target quinolinium salt is obtained in a highly pure form. It’s structure was evaluated by 1H-NMR, 13C-NMR, and DEPT135 spectra. Full article
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Open AccessShort Note
1-[2,3-Bis(tetradecyloxy)propyl]-3-[2-(piperazin-1-yl)ethyl]urea
Molbank 2015, 2015(4), M873; https://doi.org/10.3390/M873 - 11 Nov 2015
Viewed by 1323
Abstract
Starting from 2,3-bis(tetradecyloxy)propan-1-amine (1), the synthesis of the target compound 1-[2,3-bis(tetradecyloxy)propyl]-3-[2-(piperazin-1-yl)ethyl]urea (2) is reported. The title compound was characterized by 1H-NMR, 13C-NMR and ESI/MS analysis. Full article
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Open AccessShort Note
(Z)-3-Amino-5-(pyridin-2-ylmethylidene)-2-thioxo-1,3-thiazolidin-4-one
Molbank 2015, 2015(4), M872; https://doi.org/10.3390/M872 - 04 Nov 2015
Cited by 4 | Viewed by 1426
Abstract
3-Aminorhodanine reacts with aldehydes to form either 5-[(aryl)alkylidene]-substituted products or Schiff bases or derivatives substituted at both the 3-amino group and the 5-methylene group, depending on the reaction conditions. In this note, synthesis and characterization of 3-amino-5-(pyridin-2-ylmethylidene)-2-thioxo-1,3-thiazolidin-4-one is reported. Full article
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Open AccessShort Note
4-Chloro-2,3,5-trifluorobenzoic Acid
Molbank 2015, 2015(4), M871; https://doi.org/10.3390/M871 - 03 Nov 2015
Viewed by 1423
Abstract
A new tetrahalogenated benzoic acid 4-chloro-2,3,5-trifluorobenzoic acid was synthesized from methyl 2,3,4,5-tetrafluorobenzoate via three steps. The structure of the newly synthesized compound was established by FTIR, NMR, MS and elemental analysis. Full article
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Open AccessShort Note
3-(3,4-Dihydroxyphenyl)-8-hydroxy-2H-chromen-2-one
Molbank 2015, 2015(4), M870; https://doi.org/10.3390/M870 - 29 Oct 2015
Viewed by 1350
Abstract
We report a novel protocol for the synthesis of 3-(3,4-dihydroxyphenyl)-8-hydroxy-2H-chromen-2-one via demethylation/delactonization/elimination/lactonization/ decarboxylation domino reaction sequence of diastereomeric mixture of cis- and trans-3-(2,3-dimethoxyphenyl)-6,7-dimethoxy-1-oxoisochroman-4-carboxylic acids in boiling HBr/AcOH. The structure of the target compound was established for the first time [...] Read more.
We report a novel protocol for the synthesis of 3-(3,4-dihydroxyphenyl)-8-hydroxy-2H-chromen-2-one via demethylation/delactonization/elimination/lactonization/ decarboxylation domino reaction sequence of diastereomeric mixture of cis- and trans-3-(2,3-dimethoxyphenyl)-6,7-dimethoxy-1-oxoisochroman-4-carboxylic acids in boiling HBr/AcOH. The structure of the target compound was established for the first time by means of spectral methods such as 1H-, 13C-, DEPT-135-NMR, IR and HRMS. Full article
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Open AccessShort Note
7-Iodo-1H-indole-3-carbonitrile
Molbank 2015, 2015(4), M869; https://doi.org/10.3390/M869 - 23 Oct 2015
Cited by 1 | Viewed by 1517
Abstract
The title compound was prepared by a Friedel–Crafts acylation-oxime synthesis-decarboxylation/dehydration sequence starting from commercially available 7-iodoindole with 2-(7-iodo-1H-indol-3-yl)-2-oxoacetic acid as isolated intermediate. The structural identity of the title compound was proven by elemental analysis and spectroscopic methods (IR, NMR, EI-MS), and [...] Read more.
The title compound was prepared by a Friedel–Crafts acylation-oxime synthesis-decarboxylation/dehydration sequence starting from commercially available 7-iodoindole with 2-(7-iodo-1H-indol-3-yl)-2-oxoacetic acid as isolated intermediate. The structural identity of the title compound was proven by elemental analysis and spectroscopic methods (IR, NMR, EI-MS), and purity was assessed by two independent HPLC methods. Full article
Open AccessShort Note
1,1′-{1,4-Phenylene bis[3-(6-chloro-2-methyl-4-phenylquinolin-3-yl)-4,5-dihydro-1H-pyrazole-5,1-diyl]}dibutan-1-one
Molbank 2015, 2015(4), M868; https://doi.org/10.3390/M868 - 05 Oct 2015
Viewed by 1181
Abstract
A new polycyclic compound, 1,1′-{1,4-phenylene bis[3-(6-chloro-2-methyl-4-phenylquinolin-3-yl)-4,5-dihydro-1H-pyrazole-5,1-diyl]}dibutan-1-one (3) has been synthesized by cyclocondensation of (2E,2′E)-1,1′-bis(6-chloro-2-methyl-4-phenylquinolin-3-yl)-3,3′-(1,4-phenylene)diprop-2-en-1-one (2) and hydrazine hydrate in butanoic acid. The structure of this compound was established by elemental analysis, 1H-NMR, 13C-NMR, mass and IR spectroscopy. Full article
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