149018-93-9

Upstream product

• 149018-92-8 methyl <(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-heptopyranosyluronate) 2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-heptopyranosid>uronate 
• 18929-82-3 4,6-O-benzylidene-α-D-glucopyranosyl-(1→1)-4',6'-O-benzylidene-α-D-glucopyranoside 
• 39021-77-7 2,3,2',3'-tetra-O-benzyl-6,6'-di-O-p-tolylsulfonyl-α,α-trehalose 
• 41548-15-6 2,3,2',3'-tetra-O-benzyl-α,α-trehalose 
• 100-39-0 benzyl bromide 
• 81105-71-7 2,3,4,2',3',4'-hexa-O-benzyl-6,6'-di-O-p-tolylsulfonyl-α,α-trehalose 
• 82305-37-1 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 

Relevant academic research and scientific papers

Synthesis of mirror coryno cord factors

A protected bis-heptosiduronic acid, (2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-heptopyranosyluronic acid) 2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-heptopyranosiduronic acid, was synthesized by the iron carbonyl method of chain elongation, starting from 2,3,4,2',3',4'-hexa-O-benzyl-6,6'-di-O-tosyl-α,α-trehalose.Its dimethyl ester was also prepared by acid-catalyzed methanolysis of its diamide, previously obtained by another route.Mitsunobu esterification of the diacid with (racemic) (2RS,3SR)- and (2RS,3RS)-3-O-benzylcorynomycolyl alcohols, obtained by reduction of synthetic, 3-O-benzylated methyl C32-corynomycolates with lithium aluminum hydride, furnished the corresponding diesters in high yields.Hydrogenolytic debenzylation of the products led to "mirror" coryno cord factors.