4118-60-9Relevant articles and documents
Intramolecular Displacement Reactions Involving Sulfur Leading to the Formation of 3,6-Thiaanhydro Sugar Derivatives during the Synthesis of 3,5-Dithio-glucofuranose
Crich, David,Liao, Xiaoxiao,Yuan, Kai
supporting information, (2022/03/14)
During a synthesis of 3,5-dithio-glucofuranose, we discovered two interesting intramolecular displacement reactions involving thiolate sulfur on the one hand and a thiirane sulfur on the other. Both generated 3,6-thiaanhydro structures. We solved the intramolecular displacement problem by using a 5-S,6-O-isopropylidene protecting group and accomplished 3,5-dithio-glucofuranose synthesis in 9 % overall yield.
Chemical modification of azasugars, inhibitors of N-glycoprotein-processing glycosidases and of HIV-I infection. Review and structure-activity relationships
Broek, L. A. G. M. van den,Vermaas, D. J.,Heskamp, B. M.,Boeckel, C. A. A. van,Tan, M. C. A. A.,et al.
, p. 82 - 94 (2007/10/02)
The synthesis of a series of analogues of the α-glucosidase inhibitor 1-deoxynojirimycin (dNM, 1) and of the α-mannosidase inhibitor 1-deoxymannojirimycin (dMM, 3) is described.The ability of dNM, dMM and a series of N-alkylated dNM and dMM derivatives to
Synthesis of Per-O-alkylated 5-Thio-D-glucono-1,5-lactones and Transannular Participation of the Ring Sulphur Atom of 5-Thio-D-glucose Derivatives on Solvolysis under Acidic Conditions
Yuasa, Hideya,Tamura, Jun-ichi,Hashimoto, Hironobu
, p. 2763 - 2769 (2007/10/02)
Per-O-alkylated 5-thio-D-glucono-1,5-lactones (33)-(35) were synthesized via acetolysis or hydrolysis of the corresponding methyl glycosides (21)-(23).Transannular participation of the sulphur atom on acid methanolysis of 3,6-di-O-acetyl-5-S-acetyl-1,2-O-