64418-88-8

Upstream product

• 1194-98-5 2,5-Dihydroxybenzaldehyde 
• 108-24-7 acetic anhydride 
• 108-05-4 vinyl acetate 
• 23001-29-8 6-hydroxy spiropyran 
• 123-31-9 hydroquinone 
• 3233-32-7 hydroquinone monoacetate 
• 100-97-0 hexamethylenetetramine 
• 287398-52-1 C₂₁H₂₁NO₃ 
• 3524-69-4 2-formyl-1,4-phenylene diacetate 

Downstream Products

• 1415680-12-4 2-(2,3,4,6-tetra-О-acetyl-β-D-glucopyranozyloxy)-5-acetyloxybenzyl alcohol 
• 18265-35-5 2-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyloxy)-5-acetoxybenzyl(3-methoxy-4-acetoxy)benzoate 
• 1415680-15-7 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-5-acetyloxybenzyl-(4-acetoxy) cinnamate 
• 16955-55-8 2-benzoyloxymethyl-4-hydroxyphenyl β-D-glucopyranoside 
• 1415680-10-2 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-5-acetyloxybenzaldehyde 
• 6468-47-9 6-hydroxy-3-phenylcoumarin 
• 6468-46-8 6-acetoxy-3-phenylcoumarin 
• 1194-98-5 2,5-Dihydroxybenzaldehyde 

Relevant academic research and scientific papers

Total Synthesis of Divergolides E and H

This manuscript describes the first total syntheses of divergolides E and H. The route employs a telescoped hetero-Diels–Alder and oxidative carbon–hydrogen bond cleavage as an entry into the central bridged bicyclic acetal unit. Additional key steps of the highly convergent route include a desymmetrizing epoxidation, a chelation-controlled alkenylzinc addition, an amide formation between a hindered aniline and an acylating agent that is prone to ketene formation, and a challenging macrolactonization.

First total chemical synthesis of natural acyl derivatives of some phenolglycosides of the family Salicaceae

The total synthesis of certain natural phenolglycosides of the family Salicaceae, namely: salireposide, populosides A, B, and C and not occurring in plants desoxysalireposide (2-(β-d-glucopyranosyloxy)-benzylbenzoate) and per-acetate of iso-salireposide (2-(β-d-glucopyranosyloxy)-5-benzoyloxy benzyl alcohol), starting from readily available phenols and glucose was accomplished. A simple method for the synthesis of phenolglycosides derivatives of 2-acyloxy salicyl and gentisyl alcohol was developed. The key step of these natural products' synthesis is a selective removal of acetyl groups in the presence of other acyl groups.

Fischer's base as a protecting group: Protection and deprotection of 2- hydroxybenzaldehydes

The hydroxyl and aldehyde groups of 2-hydroxybenzaldehydes were protected by the reaction with Fischer's base and deprotected by the ozonolysis in methanol at -78°C to give the corresponding 2- hydroxybenzaldehydes in good to high yields. (C) 2000 Elsevier Science Ltd.

Lipase-catalyzed regioselective protection of hydroxyl groups in aromatic dihydroxyaldehydes and ketones

Pseudomonas cepacia lipase catalyzes the acetylation in organic solvent of dihydroxyaldehydes and ketones using vinyl acetate as acyl donor. The method is completely regioselective and allows to obtain partially acetylated compounds different from those obtained by enzymic hydrolysis of polyacetoxy arylaldehydes and ketones.