14814-46-1Relevant articles and documents
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.
Total synthesis of (-)-allosamidin, an insect chitinase inhibitor, employing chitin as a key starting material
Takahashi,Terayama,Kuzuhara
, p. 7565 - 7568 (2007/10/02)
(-)-Allosamidin (1), a novel insect chitinase inhibitor, was stereoselectively synthesized from di- and monosaccharidic constituents of chitin, N,N'-diacetylchitobiose (2) and D-glucosamine (3).