13266-47-2Relevant academic research and scientific papers
A SIMPLE AND RAPID METHOD FOR THE PERMETHYLATION OF CARBOHYDRATES
Ciucanu, Ionel,Kerek, Francisc
, p. 209 - 218 (2007/10/02)
As a result of a study of the permethylation of sugars in such dipolar aprotic solvents as methyl sulphoxide, the hitherto accepted role of the CH3SOCH2- anion is questioned.The HO- and H+ ions appear to be the effective basic agents in these methylation reactions.This conclusion suggested a new method for the permethylation of sugars involving methyl iodide, a solid base (NaOH, KOH, or tert-BuOH/NaOH), and methyl sulphoxide.Excellent yields (98 +/- 2 percent) of permethylation products were obtained in a remarkably short (6-7 min) reaction time.The non-sugar peaks that appear in gas chromatograms of the products of Hakomori methylation were absent when the new reagent was used.
