1394231-88-9

Upstream product

• 1199-60-6 5-methoxy-4-oxo-4H-pyran-2-carboxylic acid 
• 91578-89-1 2-((tert-butyldiphenylsilyl)oxy)ethanamine 
• 891842-50-5 2--bromo-6--chloroquinoline 
• 1394231-78-7 (2-(tert-butyldiphenylsilyloxy)ethyl)-5-methoxy-4-oxo-4H-pyran-2-carboxamide 
• 1394231-79-8 (2-(tert-butyldiphenylsilyloxy)ethyl)-5-methoxy-N-methyl-4-oxo-1,4-dihydropyridine-2-carboxamide 
• 501-30-4 5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one 
• 6269-25-6 2-Hydroxymethyl-5-methoxy-4H-pyran-4-on 
• 1394231-82-3 3-bromo-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-methoxy-N-methyl-4-oxo-1,4-dihydropyridine-2-carboxamide 
• 1394231-83-4 (2-(tert-butyldiphenylsilyloxy)ethyl)-5-methoxy-N-methyl-3-(methylthio)-4-oxo-1,4-dihydropyridine-2-carboxamide 
• 1394231-84-5 (2-(tert-butyldiphenylsilyloxy)ethyl)-6-iodo-5-methoxy-N-methyl-3-(methylthio)-4-oxo-1,4-dihydropyridine-2-carboxamide 
• 1394231-86-7 2-(6-chloroquinolin-2-yl)-4-(trimethylstannyl)thiazole 
• 40838-32-2 6-bromo-5-hydroxy-2-hydroxymethyl-4H-pyran-4-one 
• 1449748-87-1 6-bromo-5-hydroxy-2-[(tetrahydro-2H-pyran-2-yloxy)methyl]-4H-pyran-4-one 
• 1449748-77-9 6-bromo-5-methoxy-2-[(tetrahydro-2H-pyran-2-yloxy)methyl]-4H-pyran-4-one 

Relevant academic research and scientific papers

Synthesis of lodopyridone

The total synthesis of the unusual 4-pyridone marine metabolite lodopyridone has been achieved by late stage manipulation of the related 4-pyrone. Key reactions include a Suzuki-Miyaura coupling to form the tetracyclic core and a modified Corey-Ganem-Gilman reaction to install the ethanolamide side-chain.

Total synthesis of lodopyridone

A convergent total synthesis of the structurally unprecedented alkaloid lodopyridone was achieved using a cross-coupling of an iodopyridone fragment with a quinolinethiazolylstannane. Key features of the syntheses of the pentasubstituted 4-pyridone were a