29865-85-8

Upstream product

• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 103929-82-4 3,5-di-tert-butyldimethylsilyloxy-4-methoxybenzaldehyde 
• 13677-79-7 gallaldehyde 
• 74-88-4 methyl iodide 
• 871875-95-5 4-methoxy-3,5-bis-methoxycarbonyloxy-benzoic acid 
• 4319-02-2 4-O-methylgallic acid 
• 80547-71-3 2-(3-acetoxy-4-methoxy-5-nitrophenyl)dioxolane 
• 80547-72-4 acetic acid 5-formyl-2-methoxy-3-nitrophenyl ester 
• 24093-81-0 methyl 3,5-dihydroxy-4-methoxybenzoate 
• 99-24-1 methyl galloate 
• 345619-84-3 2-(3-acetoxy-5-amino-4-methoxyphenyl)dioxolane 
• 856077-01-5 4-methoxy-3,5-bis-methoxycarbonyloxy-benzoyl chloride 

Downstream Products

• 13997-12-1 2-methoxy-5-methyl-resorcinol 
• 1000404-16-9 2-bromo-3,5-dihydroxy-4-methoxybenzaldehyde 
• 412009-81-5 N-(3,5-dihydroxy-4-methoxy)benzyl-N-(4-hydroxyphenyl)ethylamine 
• 374072-00-1 N-(3,5-dihydroxy-4-methoxy)benzyl-N-(4-hydroxyphenyl)ethyltrifluoroacetamide 
• 63542-40-5 5-(hydroxymethyl)-2-methoxybenzene-1,3-diol 

Relevant academic research and scientific papers

SMALL MOLECULE NEUTRAL SPHINGOMYELINASE 2 (NSMASE2) INHIBITORS

Small molecule inhibitors of neutral sphingomyelinase 2 (nSMase2) and their use for treating neurodegenerative diseases, such as, neurodegenerative diseases associated with high levels of ceramide, including, but not limited to Alzheimer's disease (AD), H

Total synthesis of two natural phenanthrenes: confusarin and a regioisomer

The title compounds were synthesized by radical cyclization of the corresponding stilbenes intermediates. The latter ones arose from a Wittig reaction in a stereoselective manner (Z isomer is either the only one or the major one). Confusarin (1) was prepared in 13 steps from gallic acid. Its regioisomer (2) was obtained in five steps from syringaldehyde.

Biomimetic synthesis of (±)-galanthamine and asymmetric synthesis of (-)-galanthamine using remote asymmetric induction

(±)-Galanthamine (1) was synthesized in excellent yield by applying PIFA-mediated oxidative phenol coupling of N-(4-hydroxy)phenethyl-N-(3′, 4′,5′-trialkoxy)benzyl formamide (15b) as a key step. Because of the symmetrical characteristics of the pyrogallol moiety in the substrate (15b), the phenol coupling resulted in a sole coupling product except for volatile components from the oxidizing agent. On the basis of the successful results of the above strategy, (-)-galanthamine (1) was synthesized by employing a novel remote asymmetric induction, where conformation of the seven-membered ring in the product of the phenol coupling was restricted by forming a fused-chiral imidazolidinone ring with D-phenylalanine on the benzylic C-N bond of the tri-O-alkylated gallyl amino moiety. The conformational restriction and successive debenzylation of the protected hydroxyl groups on the pyrogallol ring caused diastereoselective cyclization to yield a cyclic ether having the desired stereochemistry for the synthesis of (-)-1.