165689-75-8

Upstream product

• 148117-17-3 methyl (5S)-α,3-dimethyl-β-oxo-2-isoxazoline-5-pentanoate 
• 148117-18-4 methyl (6S)-8-oxo-(E)-2,3-dehydrononactate 
• 148117-16-2 (R)-3-methyl-5-iodomethyl-2-isoxazoline 
• 119897-90-4 (5R)-5-hydroxymethyl-3-methyl-2-isoxazoline 
• 58207-03-7 (-)-(2R,3R,6S,8R)-epi-Nonactic acid 
• 119897-85-7 N-<(4,5-dihydro-3-methyl-(5R)-5-isoxazolyl)carbonyl>-(2R)-bornane-10,2-sultam 
• 74957-68-9 (-)-(2R,3R,6S,8R)-methyl nonactate 
• 100-39-0 benzyl bromide 
• 17094-21-2 2-methyl-acetoacetic acid methyl ester 
• 124-63-0 methanesulfonyl chloride 
• 58166-58-8 benzyl (2R,3R,6S,8R)-nonactate 

Downstream Products

• 159153-49-8 (S)-2-{(2S,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-furan-2-yl}-propionic acid (S)-2-[(2S,5R)-5-((R)-1-benzyloxycarbonyl-ethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl ester 
• 165689-76-9 benzyl 8-tert-butyldimethylsilyl-(+)-nonactyl-(-)-nonactyl-(+)-nonactyl-(-)-nonactate 

Relevant academic research and scientific papers

Total Synthesis of Nonactin

Utilizing the efficient preparation of (-)-methyl 8-epi-nonactate (4a) and (+)-nonactic acid (2b) and high yielding macrolactonization based on the high dilution version of the Yamaguchi's method, the total synthesis of nonactin has been accomplished.

Total synthesis of nonactin

Utilizing the efficient preparation of (+)-nonactic acid (2a) and (-)-methyl-8-epi-nonactate (4b) starting from optically active 2-isoxazolines 5a and 5b, respectively, the total synthesis of nonactin has been accomplished. Based on the high dilution version of the Yamaguchi's method, the final macrolactonization has been completed in high yield.