1233221-65-2

Upstream product

• 76375-66-1 methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 109010-30-2 methyl 2-O-benzyl-4,6-O-benzylidene-α-D-ribo-hexopyranosid-3-ulose 
• 1233221-64-1 methyl 2-O-benzyl-3-deoxy-3-methylene-α-D-ribo-hexopyranoside 
• 3282-30-2 pivaloyl chloride 

Downstream Products

• 1233221-66-3 methyl 2-O-benzyl-3-deoxy-4-O-methoxymethyl-3-methylene-6-O-pivaloyl-α-D-ribo-hexopyranoside 
• 1233221-69-6 C₂₀H₃₀O₈ 
• 1233221-68-5 methyl 2-O-benzyl-3-C-hydroxymethyl-4-O-methoxymethyl-α-D-glucopyranoside 
• 1233221-67-4 methyl 2-O-benzyl-4-O-methoxymethyl-6-O-pivaloyl-α-D-glucopyranoside-3-spiro-2'-oxirane 

Relevant academic research and scientific papers

Chemoenzymatic Synthesis of Advanced Intermediates for Formal Total Syntheses of Tetrodotoxin

Advanced intermediates for the syntheses of tetrodotoxin reported by the groups of Fukuyama, Alonso, and Sato were prepared. Key steps include the toluene dioxygenase mediated dihydroxylation of either iodobenzene or benzyl acetate. The resulting diene diols were transformed into Fukuyama's intermediate in six steps, into Alonso's intermediate in nine steps, and into Sato's intermediate in ten steps.

Total synthesis of (-)-tetrodotoxin from D-glucose: A new route to multi-functionalized cyclitol employing the ferrier(II) reaction toward (-)-tetrodotoxin

Total synthesis of (-)-tetrodotoxin (TTX) from D-glucose is described. As a critical transformation step for synthesizing TTX, a key multi-functionalized cyclitol was prepared from D-glucose employing the Ferrier(II) reaction. Stereospecific introduction of three functionalized branched chains were achieved via Peterson olefination and spiro α-chloroepoxidation of the corresponding carbonyl derivatives.