141434-71-1Relevant articles and documents
Syntheses of 2,6-anhydroaldonic acids from the corresponding anhydrodeoxynitroalditols (glycopyranosylnitromethanes) and their conversion into methyl esters, amides, and alditols
Dromowicz, Manfred,Koell, Peter
, p. 103 - 119 (1998)
2,6-Anhydroaldonic acids were obtained by oxidation of the corresponding anhydrodeoxynitroalditols (glycopyranosylnitromethanes) with hydrogen peroxide in alkaline solution. Purification was achieved via the methyl anhydroaldonates. The syntheses of five 2,6-anhydrohexonic and eight 2,6-anhydroheptonic acids were accomplished in yields of 44-81%. All corresponding unprotected and acetylated methyl 2,6-anhydroaldonates were characterised. Ammonolysis of the former afforded the corresponding amides in quantitative yields; reduction with sodium borohydride gave the analogous anhydroalditols. Copyright (C) 1998 Elsevier Science Ltd.
Synthesis of aromatic C-xylosides by position inversion of glucose
Malmberg, Jesper,Mani, Katrin,Saewen, Elin,Wiren, Anders,Ellervik, Ulf
, p. 6659 - 6665 (2007/10/03)
Two formally C-xylosylated analogs to 2-naphthyl β-d-xylopyranoside, which is known to initiate priming of glucosaminoglycan chains, were synthesized by a position inversion of glucose (i.e., position 1 becomes position 5). The d-C-xyloside showed priming, while the l-C-xyloside did not initiate priming.