200191-55-5Relevant academic research and scientific papers
Heterocyclisation of free or partially protected alditols via their bis- cyclic sulfate derivatives. Versatile synthesis of aza and thiodeoxyanhydroalditol with erythro, threo, arabino, gulo, talo or manno configuration
Gla?on, Virginie,Benazza, Mohammed,Beaupère, Daniel,Demailly, Gilles
, p. 5053 - 5056 (2007/10/03)
The his-cyclic sulfate derivatives of erythritol (1), D,L-threito1 (5), 3,4-di-O-benzyl-D-mannitol (9), 1,2-O-isopropylidene-D-mannitol (14) and l-O- benzyl-D,L-xylito1 (18) were submitted to nucleophilic attack by allylamine or sodium sulfide. In both ca
Synthesis of thiosugars as weak inhibitors of glycosidases
Le Merrer, Yves,Fuzier, Myrielle,Dosbaa, Isabelle,Foglietti, Marie-Jose,Depezay, Jean-Claude
, p. 16731 - 16746 (2007/10/03)
A series of enantiomerically pure thiosugars (1,6-dideoxy-1,6-thio-D- mannitol or L-iditol, 1,5-dideoxy-1,5-thio-L-gulitol or D-glucitol and 2,5- dideoxy-2,5-thio-L-iditol or D-mannitol, and their corresponding sulfoxide or sulfone) was synthesized via thiocyclization of C2-symmetric bis-epoxides, and subsequently followed by ring isomerization in few cases. These compounds have been evaluated as inhibitors of several glycosidases (α- and β-D- glucosidases, α-D-mannosidase and α-L-fucosidase).
THIOSUGARS FROM D-MANNITOL
Fuzier, Myrielle,Merrer, Yves Le,Depezay, Jean-Claude
, p. 6443 - 6446 (2007/10/02)
Enantiomerically pure thiosugars, with a thiepan, tetrahydrothiopyran or tetrahydrothiophene backbone, have been synthesized by thio-heterocyclization of enantiopure C2-symmetric bis-epoxides and possibly ring contraction. - Key words: Thiosuga
