267895-52-3

Upstream product

• 100-51-6 benzyl alcohol 
• 63699-97-8 1,2:5,6-dianhydro-3,4-O-methylethylidene-L-iditol 
• 914982-52-8 1,6-di-O-benzyl-2,5-di-O-methanesulfonyl-3,4-O-methylethylidene-L-iditol 
• 134896-17-6 1,6-di-O-benzyl-3,4-O-methylethylidene-L-iditol 
• 206655-92-7 2,5-diazido-1,6-di-O-benzyl-2,5-dideoxy-3,4-O-methylethylidene-D-mannitol 

Downstream Products

• 206655-94-9 (4R,5R,6R,7R)-4,7-dibenzyloxymethyl-5,6-dihydroxy-5,6-O-methylethylidene-2-(N-benzyl)-imino-1,3-diazepane 
• 206655-93-8 (4R,5R,6R,7R)-4,7-dibenzyloxymethyl-5,6-dihydroxy-5,6-O-methylethylidene-1,3-diazepan-2-thione 

Relevant academic research and scientific papers

Synthesis of C2-symmetric guanidino-sugars as potent inhibitors of glycosidases

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.

Synthesis of C2-symmetrical cyclic guanidino-sugars from D-mannitol

An efficient method for the synthesis of C2-symmetrical cyclic guanidino-sugars has been developed from 1,2:5,6-dianhydro-3,4-O-methylethylidene-D-mannitol or L-iditol.