151266-85-2

Upstream product

• 165248-13-5 Acetic acid (4aR,6R,7R,8R,8aS)-6-benzyloxy-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 
• 80035-32-1 benzyl 2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 80035-31-0 benzyl 2-phthalimido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside 
• 151266-88-5 Benzyl 2-desoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside 

Relevant academic research and scientific papers

Synthesis of the fungal lipo-chitooligosaccharide Myc-IV (C16:0, S), symbiotic signal of arbuscular mycorrhiza

A new synthesis of the fungal lipo-chitooligosaccharide Myc-IV (C16:0, S), which was recently reported to be a major symbiotic signalling molecule in arbuscular mycorrhiza, is described. Key steps include the oxidative cleavage of a 4,6-O-benzylidene acet

Glycosyl Phosphites as Glycosylation Reagents: Scope and Mechanism

The glycosylation reactions with glycosyl phosphites in the presence of catalytic amounts of TMSOTf at low temperature have been studied with different donors and acceptors for the synthesis of several glycosides, including O-glycosides, S-glycosides, C-glycosides, and glycopeptides.Mechanistic investigations of the reactions indicate that the glycosyl phosphite is activated by either TfOH or TMSOTf, depending on how the substrates are mixed.When the acceptor is treated with TMSOTf first, the glycosyl phosphite is activated by the resulting TfOH.The glycosyl phosphite can also be activated by TMSOTf directly.The best result is, however, to mix the acceptor and TMSOTf first, followed by addition of the glycosyl phosphite.

Towards the Chemoenzymatic Synthesis of Lipid A

New procedures have been developed for the synthesis of the two important components of lipid A; one is the lipase-catalyzed resolution of 3-hydroxytetradecanoic acid in tetrahydrofuran using vinyl acetate and the other is the synthesis of the disaccharide moiety using glycosylphosphite as the glycosylating reagent.