113765-30-3

Upstream product

• 113765-24-5 tert-butyldiphenylsilyl 2,3-di-O-benzyl-β-D-galactopyranoside 
• 117780-23-1 2,3-di-O-benzyl-4,6-O-isopropylidene-D-galactopyranose 
• 113765-21-2 tert-butyldiphenylsilyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside 
• 113784-07-9 2,3-di-O-benzyl-4,6-O-isopropylidene-α-D-galactopyranosyl fluoride 
• 113784-08-0 2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl fluoride 
• 119479-70-8 (4aR,7R,8S,8aS)-7,8-Bis-benzyloxy-6-fluoro-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxine 

Downstream Products

• 113765-37-0 O-(2,3-di-O-benzyl-4,6-O-isopropylidene-α-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranosyl fluoride 
• 113765-19-8 O-(2,3-di-O-benzyl-4,6-O-isopropylidene-α-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-α-D-galactopyranosyl fluoride 
• 129729-15-3 Acetic acid (2R,3S,4S,5R,6S)-3-((2R,3R,4S,5S,6R)-5-acetoxy-6-acetoxymethyl-3,4-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-4,5-bis-benzyloxy-6-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-ylmethyl ester 
• 120654-52-6 tert-butyldiphenylsilyl O-(6-O-acetyl-2,3-di-O-benzyl-α-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside 
• 128745-59-5 O-(2,3-di-O-benzyl-4,6-O-isopropylidene-α-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-D-galactopyranose 
• 129729-18-6 tert-butyldiphenylsilyl O-(2,3-di-O-benzyl-α-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-α-D-galactopyranoside 

Relevant academic research and scientific papers

Synthesis of (1----4)-linked galacturonic acid trisaccharides, a proposed plant wound-hormone and a stereoisomer.

Syntheses of alpha-GalA-(1----4)-alpha-GalA-(1----4)-GalA, a proposed plant wound-hormone, and its stereoisomer beta-GalA-(1----4)-alpha-GalA-(1----4)-GalA are described. The key intermediates, tert-butyldiphenylsilyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-alpha-D-galactopyranosyl)-(1----4)-O-(6 -O- acetyl-2,3-di-O-benzyl-alpha-D-galactopyranosyl)-(1----4)-6-O-acetyl-2,3 -di-O- benzyl-beta-D-galactopyranoside and tert-butyldiphenylsilyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-beta-D-galactopyranosyl)-(1----4)-O-(6- O- acetyl-2,3-di-O-benzyl-alpha-D-galactopyranosyl)-(1----4)-6-O-acetyl-2,3 -di-O- benzyl-beta-D-galactopyranoside, were prepared by stereoselective alpha-glycosylation of tert-butyldiphenylsilyl 6-O-acetyl-2,3-di-O-benzyl-beta-D-galactopyranoside with O-(6-O-acetyl-2,3,4-tri-O-benzyl-alpha-D-galactopyranosyl)-(1----4)-6-O- acetyl-2,3-di-O-benzyl-D-galactopyranosyl fluoride and O-(6-O-acetyl-2,3,4-tri-O-benzyl-beta-D-galactopyranosyl)-(1----4)-6-O-a cetyl- 2,3-di-O-benzyl-D-galactopyranosyl fluoride, respectively. The corresponding beta isomers were minor products. Characteristic features in the n.m.r. data of the key intermediates are discussed.

A HIGHLY STEREOCONTROLLED SYNTHESIS OF THE PROPYL GLYCOSIDE OF A DECAGALACTURONIC ACID, A MODEL COMPOUND FOR THE ENDOGENOUS PHYTOALEXIN ELICITOR-ACTIVE OLIGOGALACTURONIC ACIDS

Propyl O-(α-D-galactopyranosyluronic acid)-4)-O-(α-D-galactopyranosyluronic acid)>8-(1->4)-β-D-galactopyranosiduronic acid, a model compound for a phytoalexin-elicitor-active oligogalacturonic acid, was synthesized in a highly stereocontrolled manner

A HIGHLY EFFICIENT, PRACTICAL, AND STEREOSELECTIVE APPROACH TO THE SYNTHESIS OF α 1 --> 4 LINKED GALACTOOLIGOSACCHARIDES

Exclusive formation of α14 linked galactopyranosyl oligosaccharides could be achieved by employing glycosyl fluorides.The observed diastereofacial selectivity was explained in terms of the nucleophilic attack of glycosyl acceptors toward convex face of the glycosyl fluorides.