860264-36-4Relevant academic research and scientific papers
Stereocomplementary synthesis of casuarine and its 6-: Epi -, 7- epi -, and 6,7-di epi -stereoisomers
Fleet, George W. J.,Jia, Yue-Mei,Kato, Atsushi,Kise, Maki,Li, Yi-Xian,Shimadate, Yuna,Wang, Jun-Zhe,Yu, Chu-Yi
, p. 9410 - 9420 (2021/11/17)
Four diastereomers belonging to the family of casuarines, including casuarine (1), 6-epi-casuarine (2), 7-epi-casuarine (13) and 6,7-diepi-casuarine (14), have been synthesized from d-arabinose-derived cyclic nitrone 7 and nitrone-derived aldehyde 4 by a stereocomplementary strategy. Glycosidase inhibition comparison showed that 6-epi-casuarine (2) exhibits enhanced inhibition of trehalase (IC50 = 9.7 μM) and 6,7-diepi-casuarine (14) leads to specific inhibition of trehalase. This journal is
Synthesis of novel iminosugar-based trehalase inhibitors by cross-metathesis reactions
Bini, Davide,Forcella, Matilde,Cipolla, Laura,Fusi, Paola,Matassini, Camilla,Cardona, Francesca
scheme or table, p. 3995 - 4000 (2011/09/14)
The synthesis of a novel class of trehalase inhibitors composed of iminopyranose or iminofuranose residues linked at the pseudoanomeric carbon through an alkyl chain is described. A set of six novel compounds was prepared by the same reaction sequence inv
Synthesis of d-arabinose-derived polyhydroxylated pyrrolidine, indolizidine and pyrrolizidine alkaloids. Total synthesis of hyacinthacine A2
Delso, Ignacio,Tejero, Tomás,Goti, Andrea,Merino, Pedro
experimental part, p. 1220 - 1227 (2010/04/02)
Several new polyhydroxylated alkaloids including pyrrolidines with a long side chain and 3-(hydroxymethyl) indolizidines were prepared from a common nitrone easily obtained from d-arabinose. In addition, a total synthesis of hyacinthacine A2 has been achieved in five steps and 67.7% overall yield starting from the same d-arabino-derived nitrone. All synthesized compounds have a common structural feature consisting of a pyrrolidine ring with d-arabino configuration.
Cross-metathesis of C-allyl iminosugars with alkenyl oxazolidines as a key step in the synthesis of C-iminoglycosyl α-amino acids. A route to iminosugar containing C-glycopeptides
Dondoni, Alessandro,Giovannini, Pier Paolo,Perrone, Daniela
, p. 5508 - 5518 (2007/10/03)
A general access to a novel class of sugar α-amino acids composed of iminofuranose and iminopyranose residues anomerically linked to the glycinyl group through an alkyl chain is described. A set of eight compounds was prepared by the same reaction sequenc
