226931-87-9Relevant articles and documents
Synthesis of enantiopure bis-aziridines, bis-epoxides, and aziridino-epoxides from d-mannitol
Sureshkumar, Devarajulu,Maity, Susama,Chandrasekaran, Srinivasan
, p. 10162 - 10170 (2007/10/03)
A practical synthesis of enantiopure bis-aziridines 11 and 15, bis-epoxides 12 and 17, and aziridino-epoxides 27 and 30 is reported using inexpensive d-mannitol as the starting material. The key transformation involves the reductive cleavage of bis-benzyl
Synthesis of C2-symmetric guanidino-sugars as potent inhibitors of glycosidases
Le Merrer, Yves,Gauzy, Laurence,Gravier-Pelletier, Christine,Depezay, Jean-Claude
, p. 307 - 320 (2007/10/03)
A series of enantiomerically pure C2-Symmetric guanidino-sugars was synthesized from D-mannitol. The first method described involves direct opening of a bis-epoxide by guanidine, whereas the second one deals with a mercury-catalyzed transformation of a cyclic thiourea into a N,N',N'- trisubstituted guanidine as a key step. The biological activity of these compounds towards several glycosidases has been evaluated. One of them (5) was found to selectively inhibit α-L-fucosidase of bovin kidney (2.8 μM). (C) 2000 Elsevier Science Ltd.