138584-56-2

Upstream product

• 138584-49-3 2,3,4-tri-O-(trimethylsilyl)-6,7-O-isopropylidene-8-O-benzyl-D-threo-L-talo-octono-1,4-lactone 
• 138584-48-2 (3R,4S,5S)-5-[(S)-((4S,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-trimethylsilanyloxy-methyl]-3,4-dihydroxy-dihydro-furan-2-one 
• 138584-47-1 5-O-(trimethylsilyl)-6,7-O-isopropylidene-8-O-benzyl-2,3-dideoxy-D-galacto-oct-2-enono-1,4-lactone 
• 81801-09-4 4-O-benzyl-2,3-O-isopropylidene-D-threose 
• 108-24-7 acetic anhydride 

Relevant academic research and scientific papers

Highly stereoselective total synthesis of octopyranose derivatives

A couple of enantiomeric octopyranoses, endowed with differentiated protective groups, namely the L-threo-D-talo-and D-threo-L-talo- octose derivatives L-6 and D-6, were synthesized from the enantiomers of threose L-1 and D-1 in ca 10% overall yield in five individual steps. The synthetic plan emphasizes the value of 2-(trimethylsiloxy)furan (TMSOF) as four-carbon homologative reactant of homochiral aldehyde precursors en route to higher-carbon monosaccharide units.