138584-53-9

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 138584-52-8 (3S,4R,5R)-5-[(R)-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-trimethylsilanyloxy-methyl]-3,4-dihydroxy-dihydro-furan-2-one 
• 81028-12-8 (4S,5R)-4-benzyloxymethyl-2,2-dimethyl-1,3-dioxolane-5-carboxaldehyde 
• 138584-51-7 5-O-(trimethylsilyl)-6,7-O-isopropylidene-8-O-benzyl-2,3-dideoxy-L-galacto-oct-2-enono-1,4-lactone 
• 345341-14-2 (1'S,4''R,5R,5''S)-5-[(5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)hydromethyl]-5H-furan-2-one 

Downstream Products

• 138584-55-1 1,2,3,4-tetra-O-acetyl-6,7-O-isopropylidene-8-O-benzyl-L-threo-D-talo-octopyranose 
• 138584-54-0 1,2,3,4-tetra-O-acetyl-6,7-O-isopropylidene-8-O-benzyl-L-threo-D-talo-octopyranose 

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.