1055042-07-3

Upstream product

• 358-23-6 trifluoromethylsulfonic anhydride 
• 294204-12-9 2,3-di-O-methoxymethyl-6-O-triphenylmethyl-L-galactono-γ-lactone 
• 69602-93-3 5,6-O-isopropylidene-L-galactonic acid γ-lactone 
• 260804-76-0 5,6-O-isopropylidene-2,3-di-O-methoxymethyl-L-galactono-γ-lactone 
• 294204-10-7 2,3-di-O-methoxymethyl-L-galactono-γ-lactone 

Downstream Products

• 156857-10-2 D-iodono-δ-lactam 
• 156857-10-2 D-altrono-δ-lactam 
• 294204-15-2 2,3-di-O-methoxymethyl-6-O-triphenylmethyl-D-iodono-δ-lactam 
• 294204-14-1 2,3-di-O-methoxymethyl-6-O-triphenylmethyl-D-altrono-δ-lactam 
• 294204-13-0 5-azido-5-deoxy-2,3-di-O-methoxymethyl-6-O-triphenylmethyl-D-altrono-γ-lactone 

Relevant academic research and scientific papers

All eight stereoisomeric D-glyconic-δ-lactams: Synthesis, conformational analysis, and evaluation as glycosidase inhibitors

An efficient and general synthetic route to all eight stereoisomeric D-glycono-δ-lactams has been developed. The strategy involves, as a key step, a stereodivergent δ-lactam formation with configurational retention or inversion at C-4 of a starting γ-lactone to lead to two epimers of δ-lactam from one parent γ-lactone. Conformations of eight glycono-δ-lactams were examined by X-ray crystallographic analysis and molecular modeling. Analyses of conformation and glycosidase-inhibition provide useful information for the design of new glycosidase inhibitors.