121358-45-0Relevant articles and documents
Cheap synthetic method of ethyl vanillin beta-D-glucopyranoside
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Paragraph 0028; 0035; 0040; 0043; 0044; 0045, (2018/07/30)
The invention discloses a cheap synthetic method of ethyl vanillin beta-D-glucopyranoside. Alpha-bromotetraacetyl glucose and ethyl vanillin react at 20-80 DEG C under the condition of water-free andalkaline conditions to form ethyl vanillin tetra-O-acety
Convenient Multigram Scale Glycosylations of Scented Alcohols Employing Phase-Transfer Reactions
Kroeger, Lars,Thiem, Joachim
, p. 9 - 24 (2007/10/03)
Various conditions for glycosylation (Koenigs-Knorr, Helferich, trichloroacetimidate, Fischer-Raske, phase-transfer methods) of 3-ethoxy-4-hydroxybenzaldehyde (ethyl vanillin), 3-hydroxy-2-methyl-4-pyranone (maltol) and 2,5-dimethyl-4-hydroxy-3(2H)-furanone (furaneol(R)) were evaluated, taking into account yields and ease of preparation (e.g., utilized donor, catalyst, conditions). The best results were achieved employing phase transfer catalysis in a two-phase solvent mixture. To increase water solubility for better applicability, the hitherto unknown maltosides of the corresponding alcohols were synthesized, again proving the value of phase-transfer conditions for glycosylation of phenols.