Children learn through play, and they learn more than adults might expect. Science experiments are a great way to spark their curiosity, get their minds active, and encourage them to do something that doesn¡¯t involve a screen. 10343-06-3, C14H20O10. A document type is Article, introducing its new discovery., COA of Formula: C14H20O10
Stereoselective synthesis of 1,1?-linked alpha-l-lyxopyranosyl beta-d-glucopyranoside, the proposed biosynthetic precursor of the FG ring system of avilamycins
The non-reducing disaccharide beta-d-Glcp-(1?1)-alpha-l-Lyxp 1 had been proposed to be an early intermediate during the biosynthesis of avilamycin A [Boll, R.; Hofmann, C.; Heitmann, B.; Hauser, G.; Glaser, S.; Koslowski, T.; Friedrich, T.; Bechthold, A. J. Biol. Chem. 2006, 281, 14756-14763]. This work describes a comparison of two strategies for the synthesis of 1 and its 2-amino-2-deoxy analog with either the glucose or the lyxose moiety acting as the glycosyl donor. The best results in terms of stereoselectivity and yield were obtained with 2,3,4-tri-O-acetyl-alpha-l-lyxopyranosyl trichloroacetimidate 13. Reaction of 13 with 2,3,4,6-tetra-O-acetyl-d-glucopyranose gave the disaccharide as mixture of 1beta,1?alpha and 1beta,1?beta isomers in a ratio of 10:1 and a yield of 50%. Reaction of 13 and 3,4,6-tri-O-acetyl-2-azido-2-deoxy-d-glucopyranose yielded the desired 1beta,1?alpha disaccharide as a single isomer in 72% yield. Interestingly, the formation of alpha-glucosides was not observed in any case, regardless of the use of glucose as glycosyl donor or acceptor.
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Reference£º
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics