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Search for "vanillin" in Full Text gives 35 result(s) in Beilstein Journal of Organic Chemistry.
Synthesis and characterization of a new photoinduced switchable β-cyclodextrin dimer
Beilstein J. Org. Chem. 2014, 10, 2874–2885, doi:10.3762/bjoc.10.304
- /ethyl acetate. Ratios are specified in each case in the experimental section. Products were illuminated under UV light (λ = 254 nm) followed by charring with vanillin/H2SO4. UV analyses were performed on a UV–vis Cary VARIAN spectrophotometer coupled with an optic fiber. A 6 Watt mercury lamp was used
Intermediates in monensin biosynthesis: A late step in biosynthesis of the polyether ionophore monensin is crucial for the integrity of cation binding
Beilstein J. Org. Chem. 2014, 10, 361–368, doi:10.3762/bjoc.10.34
- silica gel as red spots after staining with (vanillin (6%), H2SO4 (1%) in ethanol). Rf values were ((isohexane/ethyl acetate/methanol 10:10:1)/acetic acid 80:1) 1: 0.37, 3: 0.29, 4: 0.14, and 5: 0.43. Monensin (1) and dehydroxymonensin (5) were quantified colorimetrically after vanillin staining
- (vanillin (3%), H2SO4 (0.5%), in methanol) [43]. Staining solution (100 µL) was added to 900 µL sample and incubated for 30 min at 55 °C. After cooling to room temperature, the absorption at 518 nm was measured and compared to reference samples. LC–MS: Crude extracts and purified compounds were analysed by
Synthesis of enantiopure sugar-decorated six-armed triptycene derivatives
Beilstein J. Org. Chem. 2013, 9, 2410–2416, doi:10.3762/bjoc.9.278
- Aldrich silica gel 60 F254 plates. Products were visualized by UV or vanillin [1 g dissolved in MeOH (60 mL) and conc. H2SO4 (0.6 mL)]. Column chromatography was performed on Aldrich 60 silica gel (40–63 μm). 1H and 13C NMR measurements were performed in CDCl3 or DMSO-d6 solutions at 300.1 and 75.5 MHz or
C–C Bond formation catalyzed by natural gelatin and collagen proteins
Beilstein J. Org. Chem. 2013, 9, 1111–1118, doi:10.3762/bjoc.9.123
- formation (Table 3, entries 1 and 7). It is important to remark that even vanillin or citronellal, which are also components of many foods, could be partially converted to nitroaldol products by gelatin (Table 3, entries 12 and 15). When nitroethane (pKa = 8.6) was used as the nucleophile instead of
- , 4.6 × 250 mm, 5 μm. TLC was facilitated by the use of the following stains in addition to UV light (254 nm) with fluorescent-indicating plates (aluminium sheets precoated with silica gel 60 F254, Merck): phosphomolybdic acid, vanillin, iodine. Analytical-grade solvents and commercially available
The Amadori rearrangement as glycoconjugation method: Synthesis of non-natural C-glycosyl type glycoconjugates
Beilstein J. Org. Chem. 2012, 8, 1619–1629, doi:10.3762/bjoc.8.185
- were measured on a Perkin Elmer 341 polarimeter at a wavelength of 589 nm and a path length of 10 cm at 20 °C. Analytical TLC was performed on precoated aluminium plates Silica Gel 60 F254 (E. Merck 5554), detected with UV light (254 nm), 10% vanillin/sulfuric acid and ceric ammonium molybdate (100 g
An easily accessible sulfated saccharide mimetic inhibits in vitro human tumor cell adhesion and angiogenesis of vascular endothelial cells
Beilstein J. Org. Chem. 2012, 8, 787–803, doi:10.3762/bjoc.8.89
- ) or vanillin–sulfuric acid spray reagent (1% vanillin in 15% sulfuric acid). Column chromatography was performed on silica gel (63–200 mesh, particle size 60 Å, MP Biomedicals, Eschwege, Germany), Dowex WX8 H+ was from Serva, Heidelberg, Germany. Analytical HPLC was performed on a Jasco HPLC system by
Reduction of benzylic alcohols and α-hydroxycarbonyl compounds by hydriodic acid in a biphasic reaction medium
Beilstein J. Org. Chem. 2012, 8, 330–336, doi:10.3762/bjoc.8.36
- ), and dried with MgSO4. The solvent was removed with a rotary evaporator. The crude product was purified by flash chromatography (petroleum ether/ethyl acetate 4:1, Rf 0.32; staining with vanillin solution gave a blue spot). (E)-6-Methyl-1-phenylhept-4-en-3-ol was isolated as a yellow oil in 74% yield
- diethyl ether (2 × 5 mL). The combined organic phases were washed with saturated NaHCO3 (3 mL), H2O (2 × 2.5 mL) and dried with MgSO4. The solvent was removed with a rotary evaporator. The crude product was purified by flash chromatography (petroleum ether/ethyl acetate 4:1, Rf 0.3; staining with vanillin
- purified by flash chromatography (petroleum ether/ethyl acetate 4:1, Rf 0.42; staining with vanillin solution gave a blue spot). 6,6-dimethyl-2-phenylhept-4-yn-3-ol was isolated as a colorless oil in 46% yield (0.50 g, 2.3 mmol). 1H NMR (300 MHz, CDCl3) δ 7.40–7.19 (m, 5H), 4.44 (dd, J = 7.4, 5.4 Hz, 1H
Ring strain and total syntheses of modified macrocycles of the isoplagiochin type
Beilstein J. Org. Chem. 2009, 5, No. 71, doi:10.3762/bjoc.5.71
- ] bromination lead to the formation of 2-bromo-5-methoxybenzyl alcohol, exclusively. Second, the triflate 24 was obtained from vanillin (23) and was further dioxane-protected at the aldehyde function (to 25) and directly transformed into the arylboronate 26 using pinacolborane [30]. Suzuki coupling of the
Enantiospecific synthesis of [2.2]paracyclophane- 4-thiol and derivatives
Beilstein J. Org. Chem. 2009, 5, No. 9, doi:10.3762/bjoc.5.9
- ethanolic vanillin, aqueous potassium manganate(VII), ninhydrin or acidic anisaldehyde as appropriate. Petrol refers to redistilled petroleum ether (60–80 °C), and ether to diethyl ether. Ether and THF were distilled from sodium-benzophenone ketyl, toluene from 4Å molecular sieves or calcium chloride
8-epi-Salvinorin B: crystal structure and affinity at the κ opioid receptor
Beilstein J. Org. Chem. 2007, 3, No. 1, doi:10.1186/1860-5397-3-1
- ] The epimers can be readily identified by TLC: the unnatural compounds almost invariably spot above the natural compounds in EtOAc/hexanes, and give a blue rather than pink/purple colour when visualized with vanillin.[19] The unnatural epimers are also recognizable by their distinctive H-12 multiplet
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