409064-73-9

Upstream product

• 821-11-4 1,4-butenediol 
• 824-94-2 p-methoxybenzyl chloride 
• 145222-40-8 4-(p-methoxybenzyloxy)-1-hydroxy-2-butyne 
• 105-13-5 4-Methoxybenzyl alcohol 

Downstream Products

• 1354564-34-3 (E)-7-[(4-methoxybenzyl)oxy]hept-3-en-2-one 
• 1354044-57-7 ethyl (E)-6-[(4-methoxybenzyl)oxy]-2-methylhex-2-enoate 
• 1354564-45-6 ethyl 6-[(4-methoxybenzyl)oxy]-2-methylhexanoate 
• 119649-27-3 4-((4-methoxybenzyl)oxy)butanal 
• 850166-83-5 6-(4-methoxybenzyloxy)-hex-2-enoic acid ethyl ester 
• 821-11-4 1,4-butenediol 
• 123-11-5 4-methoxy-benzaldehyde 

Relevant academic research and scientific papers

Towards new antibiotics targeting bacterial transglycosylase: Synthesis of a Lipid II analog as stable transition-state mimic inhibitor

Described here is the asymmetric synthesis of iminosugar 2b, a Lipid II analog, designed to mimic the transition state of transglycosylation catalyzed by the bacterial transglycosylase. The high density of functional groups, together with a rich stereochemistry, represents an extraordinary challenge for chemical synthesis. The key 2,6-anti- stereochemistry of the iminosugar ring was established through an iridium-catalyzed asymmetric allylic amination. The developed synthetic route is suitable for the synthesis of focused libraries to enable the structure–activity relationship study and late-stage modification of iminosugar scaffold with variable lipid, peptide and sugar substituents. Compound 2b showed 70% inhibition of transglycosylase from Acinetobacter baumannii, providing a basis for further improvement.

Synthesis of the carbon framework of scholarisine a by intramolecular oxidative coupling

Scholarisine A, isolated from the leaves of Alstonia scholaris, is a monoterpene indole alkaloid with an unprecedented cage-like structure. In this paper, preparation of the distinctive cage-like core skeleton of scholarisine A is described. The key feature of this synthetic strategy is an intramolecular oxidative coupling reaction at the late stage to construct a 10-oxa-tricyclo[5.3.1.03, 8]undecan-9-one structure fused with indolenine. Intramolecular oxidative coupling by using N-iodosuccinimide gave the carbon framework of scholarisine A in moderate yield, which is the first example of intramolecular oxidative-coupling reaction between non-activated enolate and indole. This study lays the foundation for continued investigations towards the total synthesis of scholarisine A. Copyright