282107-49-7Relevant academic research and scientific papers
Cyclization of β-d-arabinofuranose 1,2-methyl)orthobenzoate using magnesium bromide
Podvalnyy,Zinin,Abronina,Torgov,Kononov
, p. 482 - 483 (2009)
Transformation of β-d-arabinofuranose 1,2-(methyl)orthobenzoate into β-d-arabinofuranose 1,2,5-orthobenzoate has been accomplished upon heating with magnesium bromide in THF. The new cyclization conditions can be applied for preparing the tricyclic 1,2,5-
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.
, 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
Elaboration of monoarabinofuranosidic building blocks
Sanchez, Sylvie,Bamhaoud, Toufiq,Prandi, Jacques
, p. 3864 - 3873 (2007/10/03)
Nucleophilic opening of 1,2,5-orthoesters 1, 2 and 6 of D-arabinose with alcohols, ethanethiol and selenophenol was carried out under very mild conditions with Lewis acid catalysis. The reaction is stereoselective and gave α-D-arabinofuranosides in high yields. Various monoarabinofuranosides, thio-and selenoglycoside donors as well as acceptors were obtained in few steps from the opening products. These building blocks define a comprehensive system of glycosylation for the synthesis of any glycosidic linkage between arabino-furanosides. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
