763904-56-9Relevant academic research and scientific papers
Synthesis of a novel azapseudodisaccharide related to allosamidin employing N,N'-diacetylchitobiose as a key starting material
Takahashi, Shunya,Terayama, Hiroyuki,Koshino, Hiroyuki,Kuzuhara, Hiroyoshi
, p. 14871 - 14884 (2007/10/03)
Design and synthesis of a potential chitinase inhibitor 4, related to allosamidin (2), is described. Radical cyclization mediated by tributyltin hydride was applied for the first time to chitobiose-derived oxime ethers 9a,b to give four stereoisomers of an aminocyclopentane derivative connected to an N-acetyl-D- glucosamine residue at C-1 position. The major isomer 10b was efficiently converted into a novel pseudodisaccharide 4 via a series of cyclic-guanidine formation reaction.
Design and synthesis of a potential endoglycosidase inhibitor: Chemical conversion of N,N′-diacetylchitobiose into novel pseudodisaccharide containing a fivemembered cyclic N,N-dimethylguanidine
Takahashi, Shunya,Terayama, Hiroyuki,Koshino, Hiroyuki,Kuzuhara, Hiroyoshi
, p. 97 - 98 (2007/10/03)
(3aS,4R,5R,6R,6aS)-2-Dimethylamino-3a,5,6,6a-tetrahydro-4-hydroxy-6- hydroxymethyl-4H-cyclopentimidazole-5-yl 2-Acetamido-2-deoxy-β-D-glucopyranoside hydrochloride was designed as a potential inhibitor against endoglycosidases like lysozyme and chitinase, and was synthesized from N,N′-diacetylchitobiose by a series of reactions including radical cyclization of oxime ethers and cyclic guanidine-formation.
