14199-80-5Relevant articles and documents
Iridoid glycosides from the leaves of Sambucus ebulus
Pieri, Valerio,Schwaiger, Stefan,Ellmerer, Ernst P.,Stuppner, Hermann
, p. 1798 - 1803 (2009)
Six new iridoid glycosides (1-6) of the "Valeriana type" were isolated from leaves of Sambucus ebulus. The structures were elucidated by 1D- and 2D-NMR spectroscopy, mass spectrometry, and chemical degradation methods as 10-O-acetylpatrinoside-aglycone-11-O-[4″-O-acetyl-α-L- rhamnopyranosyl-(1→2)-β-D-ribohexo-3-ulopyranoside] (1), 7-O-acetylpatrinoside-aglycone-11-O-[4″-O-acetyl-α-L- rhamnopyranosyl-(1→2)-β-D-ribohexo-3-ulopyranoside] (2), 10-O-acetylpatrinoside-aglycone-11-O-[α-L-rhamnopyranosyl-(1→2) -β-D-ribohexo-3-ulopyranoside] (3), patrinoside-aglycone-11-O-[4″-O- acetyl-α-L-rhamnopyranosyl-(1→2)-β-D-ribohexo-3-ulopyranoside] (4), 10-O-acetylpatrinoside-aglycone-11-O-[4″-O-acetyl-α-L- rhamnopyranosyl-(1→2)-β-D-glucopyranoside] (5), and patrinoside-aglycone-11-O-2′-deoxy-β-D-glucopyranoside (6). Compounds 1-4 represent the first examples of acylated iridoid diglycosides bearing the uncommon D-ribohexo-3-ulopyranosyl sugar moiety. Compound 6 is the first iridoid glycoside with a 2-deoxy-D-glucopyranosyl sugar moiety.
Highly atom economical uncatalysed and I2-catalysed silylation of phenols, alcohols and carbohydrates, using HMDS under solvent-free reaction conditions (SFRC)
Jereb, Marjan
experimental part, p. 3861 - 3867 (2012/06/30)
An uncatalysed silylation of phenols, regardless on the aggregate state and nature of the substituents with 0.55 equiv of HMDS under solvent-free reaction conditions (SFRC) at room temperature is reported. Sterically hindered phenols, carbohydrates and most of the alcohols additionally required a catalytic amount (up to 2 mol %) of iodine. The reaction protocol is very simple; obtaining a pure product, particularly of uncatalysed reactions, was frequently a completely solvent-free process.
Capillary gas-chromatographic analysis of monosaccharides: Improvements and comparisons using trifluoroacetylation and trimethylsilylation of sugar O-benzyl- and O-methyl-oximes
Andrews, Mark A.
, p. 1 - 19 (2007/10/02)
Two new procedures for the gas-chromatographic analysis of monosaccharides are reported. One involves derivatization of the sugars by reaction with O-benzylhydroxylamine followed by trifluoroacetylation with N-methylbis(trifluoroacetamide) and chromatography on a DB-1701 capillary column. This technique probably provides the best resolution achieved to date of the C3-C6 aldoses, as well as of the corresponding alditols. Ketoses can be qualitatively analyzed by this method, but complications interfere with their quantitative analysis. The second procedure also involves initial derivatization as the O-benzyloxime, but is followed by trimethylsilylation with 1-trimethylsilylimidazole, and chromatography on a DB-17 column. This technique is particularly useful for C5 sugars, C6 ketoses, and mixtures of sugars, alditols, and/or lactones. A number of additional, critical, observations on the derivatization and capillary gas-chromatographic analysis of monosaccharides are described.