Beilstein J. Org. Chem.2016,12, 1434–1439, doi:10.3762/bjoc.12.138
using two different techniques: The Vibrio harveyi luminescence assay and the Ames test. The obtained results support previous findings contesting QAS safety and indicate that QAS, specifically pyridinium derivatives, might be mutagenic.
Keywords: 6-bromohexylD-glucopyranoside; microbiological
methanol, an alternative route involving the reaction of 6-bromohexylD-glucopyranoside (2′ [32] or 3′) with tertiary amines (trimethylamine in ethanol and with pyridine) was applied; the yields were of 90–94%. Shifting the pyranose leaving group (halogen) by six carbon atoms from C1 makes it easier to
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Graphical Abstract
Scheme 1:
Reagents and conditions; I: HO(CH2)6Br, BF3·Et2O/CH2Cl2, 1 h 0 °C → 3 h, rt, ([32] compound 2 36% yield...