105243-17-2

Upstream product

• 53167-11-6 1,2-O-isopropylidene-α-D-xylo-pentodialdo-1,4-furanose 
• 70240-41-4 4-methyl-1-pentyltriphenylphopshonium bromide 
• 105243-15-0 Toluene-4-sulfonic acid (3aR,5R,6S,6aR)-2,2-dimethyl-5-(5-methyl-hexyl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 101685-71-6 4-C-(5-methyl-1-hexenyl)-1,2-O-isopropylidene-α-D-xylo-tetrofuranose 
• 101685-72-7 4-C-(5-methylhexyl)-1,2-O-isopropylidene-α-D-xylo-tetrofuranose 

Relevant academic research and scientific papers

STEREOSELECTIVE SYNTHESIS OF BOTH ENANTIOMERS OF DISPARLURE, THE SEX PHEROMONE OF THE GYPSY MOTH, FROM D-GLUCOSE

1,2-O-Isopropylidene-α-D-xylopentodialdo-1,4-furanose readily avalaible from D-glucose was transformed in two Wittig reactions and glycol cleavage into a (Z) and (E) mixture of (7R,8R)-8-benzyloxy-7-hydroxy-2-methyl-9-octadecenes.From this chiral synthon both enantiomers of disparlure, (7R,8S)-(+)- and (7S,8R)-(-)-7,8-epoxy-2-methyloctadecane were obtained in four and three steps, respectively.