6388-45-0

Upstream product

• 125328-80-5 N-(4-bromo-3-chloro-2-methylphenyl)acetamide 
• 627531-47-9 4-amino-2-chloro-3-methylbromobenzene 
• 67-56-1 methanol 
• 1607828-47-6 5-bromo-6-chloro-N-[(methoxycarbonyl)methyl]-isatoic anhydride 
• 943138-45-2 5-bromo-6-chloro-isatoic anhydride 
• 3030-19-1 2-amino-5-bromo-6-chlorobenzoic acid 
• 125328-77-0 N-acetyl-5-bromo-6-chloroanthranilic acid 

Downstream Products

• 1607828-63-6 (5-bromo-4-chloroindol-3-yl) (β-D-galactopyranosyl)-(1→4)-β-D-glucopyranoside 

Relevant academic research and scientific papers

Indoxylic acid esters as convenient intermediates towards indoxyl glycosides

Indoxylic acid methyl and allyl esters with varied halide-substitution patterns were obtained in excellent yields using a scalable route. Phase-transfer glycosylation of these key intermediates was carried out with various glycosyl halides. Subsequent mild silver-mediated decarboxylation followed by Zemplen deacetylation led to indoxyl glycosides in good overall yields. Indoxyl glycosides are well-established and widely used tools for enzyme screening and enzyme-activity monitoring. In the past, their synthesis has been difficult, so this new approach has led to a variety of useful structures. Indoxyl glycosides with varied halide-substitution patterns were synthesized using indoxylic acid esters as key intermediates. Glycosylation under phase-transfer conditions, ester cleavage, and mild decarboxylation led to the indoxyl glycosides in good yields. This approach enables access to a number of different indoxyl compounds. Copyright