51236-53-4Relevant academic research and scientific papers
A One-Pot Method for Removal of Thioacetyl Group via Desulfurization under Ultraviolet Light to Synthesize Deoxyglycosides
Ge, Jian-Tao,Zhou, Lang,Luo, Tao,Lv, Jian,Dong, Hai
supporting information, p. 5903 - 5906 (2019/08/26)
We herein developed an efficient method for removing thioacetyl to synthesize acylated deoxy glycosides in a one-pot reaction, where the thioacetyl was selectively deacetylated by hydrazine hydrate in DMF within 2-5 min at room temperature, followed by de
Single diastereomers of polyhydroxylated 9-Oxa-1-azabicyclo[4.2.1]nonanes from intramolecular 1,3-dipolar cycloaddition of ω-unsaturated nitrones
Padar, Petra,Bokros, Attila,Paragi, Gabor,Forgo, Peter,Kele, Zoltan,Howarth, Nicola M.,Kovacs, Lajos
, p. 8669 - 8672 (2007/10/03)
8-Benzyloxymethyl-3,4,5-tribenzoyloxy-9-oxa-1-azabicyclo[4.2.1]nonane has been prepared as the single diastereoisomer 8 from an intramolecular 1,3-dipolar cycloaddition involving 2-(benzyloxy)acetaldehyde and ω-unsaturated hydroxylamine 7 derived from methyl α-D-glucopyranoside. The analogous 8-methoxycarbonyl 9-oxa-1-azabicyclo[4.2.1]nonane was afforded in a similar manner, from methyl D-galactopyranoside and methyl glyoxylate, as a 3:1 mixture of diastereoisomers 15 and 16. When conducted in achiral ionic liquid 17 this ratio increased to 8:1, and in chiral ionic liquid 18, compound 15 was formed exclusively.
Synthesis of the first pseudosugar-C-disaccharide. A potential antigen for eliciting glycoside-bond forming antibodies with catalytic groups
Barbaud,Barbaud, Christel,Bols,Bols, Mikael,Lundt,Lundt, Inge,Sierks,Sierks, Michael R.
, p. 9063 - 9078 (2007/10/02)
A number of synthetic routes to the first pseudo-C-disaccharide ever prepared has been studied. The compound, methyl-7-((1S,3R,4R,5S,6S)-1-amino-3-hydroxymethyl-4,5,6-trihydroxycyc lohexyl)-6,7-dideoxy-α-D-gluco-heptopyranoside (I), is structurally relate
An Efficient Deoxysugar Synthesis using Bu4NBH4 via an SN2 Reduction
Sato, Ken-ichi,Hoshi, Toshio,Kajihara, Yasuhiro
, p. 1469 - 1472 (2007/10/02)
Deoxysugar derivatives were prepared from the corresponding triflate, tosylate, halogen, and epoxide derivatives.Employing the tetrabutylammonium tetrahydroborate reagent, the deoxygenation proceeds via an SN2 type displacement in good yield.
Synthesis of furanoid and pyranoid derivatives of 6-deoxy-4-thio-D-galactose
Cicero, Daniel,Varela, Oscar,De Lederkremer, Rosa M.
, p. 1131 - 1144 (2007/10/02)
The synthesis of pyranoid and furanoid derivatives of 6-deoxy-4-thio-D-galactose from methyl α-D-glucopyranoside (1) is described. A key intermediate for the synthesis, methyl 2,3-di-O-benzoyl-6-deoxy-4-thio-α-D-galactopyranoside (15) was prepared by diff
