4348-68-9Relevant articles and documents
A practical silicon-free strategy for differentiation of hydroxy groups in arabinofuranose derivatives
Abronina, Polina I.,Podvalnyy, Nikita M.,Sedinkin, Sergey L.,Fedina, Ksenia G.,Zinin, Alexander I.,Chizhov, Alexander O.,Torgov, Vladimir I.,Kononov, Leonid O.
experimental part, p. 1219 - 1225 (2012/05/20)
Effective differentiation of 3,5-diol system and 2-hydroxy group in arabinofuranose derivatives, which is required for the preparation of building blocks useful for the synthesis of nucleoside analogues and oligosaccharide fragments of mycobacterial arabinogalactan and lipoarabinomannan, was achieved by using 3,5-di-O-benzoyl-1,2-O-benzylidene-βD-arabinofuranose or 3-O-(chloroacetyl)-β- d-arabinofuranose 1,2,5-orthobenzoate, both readily accessible from inexpensive methylα-d-arabinofuranoside via the corresponding glycosyl bromides. The use of expensive organosilicon protecting groups is completely avoided in this novel strategy, a feature that makes it amenable to scale-up. Georg Thieme Verlag Stuttgart New York.
Ring opening of acylated β-d-arabinofuranose 1,2,5-orthobenzoates with nucleophiles allows access to novel selectively-protected arabinofuranose building blocks
Podvalnyy, Nikita M.,Sedinkin, Sergey L.,Abronina, Polina I.,Zinin, Alexander I.,Fedina, Ksenia G.,Torgov, Vladimir I.,Kononov, Leonid O.
experimental part, p. 7 - 15 (2011/02/26)
β-d-Arabinofuranose 1,2,5-orthobenzoates with 3-O-acetyl, 3-O-benzoyl, and 3-O-chloroacetyl groups were prepared in an efficient manner starting from readily available crystalline methyl 2,3,5-tri-O-benzoyl-α-d- arabinofuranoside, and ring-opening reactio
Conversion of an arabinose-derived allyl vinyl ether system into the functionalized 4-cycloheptenone via Claisen rearrangement
Juers, Stefan,Thiem, Joachim
, p. 843 - 847 (2007/10/03)
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