329309-24-2

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 329309-22-0 benzyl N,N'-bis(tert-butoxycarbonyl)-N-{N'-[2-(tert-butyldimethylsilyloxy)ethyl]-10-aminodecanoyloxyethyl}-10-aminodecanoate 
• 329309-20-8 benzyl N-(tert-butoxycarbonyl)-N-[2-(tert-butyldimethylsilyloxy)ethyl]-10-aminodecanoate 
• 329309-21-9 N-(tert-butoxycarbonyl)-N-[2-(tert-butyldimethylsilyloxy)ethyl]-10-aminodecanoic acid 
• 329309-19-5 benzyl N-(tert-butoxycarbonyl)-N-(2-hydroxyethyl)-10-aminodecanoate 
• 329309-18-4 benzyl 10-oxodecanoate 
• 67853-00-3 benzyl 10-hydroxydecanoate 
• 329309-23-1 benzyl N,N'-bis(tert-butoxycarbonyl)-N-[N'-(2-hydroxyethyl)-10-aminodecanoyloxyethyl]-10-aminodecanoate 

Downstream Products

• 329309-25-3 benzyl N,N',N''-tris(tert-butoxycarbonyl)-N-{N'-[N''-(2-hydroxyethyl)-10-aminodecanoyloxyethyl]-10-aminodecanoyloxyethyl}-10-aminodecanoate 

Relevant academic research and scientific papers

Synthesis and ring contraction reactions of polyazamacrolides

The synthesis of three analogues of the single most abundant component of a ladybird beetle (Epilachna borealis) defensive secretion, the trimeric 42-membered polyazamacrolide PAML 681, is described. Construction of the nonnatural macrocyclic trimers began with the preparation of the corresponding monomeric segments, followed by their oligomerization and a final macrolactonization step of the activated linear trimeric hydroxy acid. The relative rates of the O-to-N acyl migrations that are characteristic of PAML 681 itself, as well as of the synthetic analogues, were investigated. These studies showed that changes in the substitution pattern adjacent to the nucleophilic nitrogen atom, along with changes in the size of the oxaazacyclic intermediates, have substantial effects on the polyazamacrolide rearrangement rates.