180589-06-4

Upstream product

• 180589-05-3 1,6-diazido-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-D-mannitol 
• 100-39-0 benzyl bromide 
• 53754-41-9 1,6-di-O-(p-toluenesulfonyl)-3,4-O-isopropylidene-D-mannitol 
• 52948-44-4 1,6-diazido-1,6-dideoxy-3,4-O-methylethylidene-D-mannitol 
• 3969-84-4 3,4-di-O-isopropylidene-D-mannitol 
• 63700-05-0 1,2;5,6-dianhydro-3,4-O-isopropylidene-D-mannitol 

Downstream Products

• 267895-65-8 (4R,5R,6R,7R)-5,8-dibenzyloxymethyl-6,7-dihydroxy-6,7-O-methylethylidene-1,3-diazepan-2-thione 
• 267895-67-0 (5R,6R,7R,8R)-5,8-dibenzyloxy-6,7-dihydroxy-6,7-O-methylethylidene-2-(N-benzyl)-imino-1,3-diazonane 

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.