320742-82-3

Upstream product

• 75-16-1 methylmagnesium bromide 
• 320742-81-2 (R)-N-((3S,5S,E)-3,5-dimethyl-8-oxo-8-((R)-2-oxo-4-phenyloxazolidin-3-yl)oct-6-en-1-yl)-N,2-dimethylbutanamide 
• 32231-50-8 (R)-2-methylbutyric acid 
• 128329-63-5 (3S,5S)-6-(tert-butyldiphenylsilyloxy)-3,5-dimethylhexan-1-ol 
• 123444-68-8 (S)-4-(tert-butyldiphenylsilyloxy)-3-methylbutanal 
• 1351186-13-4 (R)-3-((3S,5S)-6-(tert-butyldiphenylsilyloxy)-3,5-dimethylhexanoyl)-4-phenyloxazolidin-2-one 
• 1351186-11-2 (R)-3-((S,E)-6-(tert-butyldiphenylsilyloxy)-5-methylhex-2-enoyl)-4-phenyloxazolidin-2-one 
• 198124-61-7 (3R,4R,5R)-3,5-dimethyl-6-[tert-butyldiphenylsilyloxy]-hex-1-en-4-ol 
• 321162-62-3 Toluene-4-sulfonic acid (1R,2R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-methyl-but-3-enyl ester 
• 320742-78-7 (2R)-N-methyl-N-[(3S,5S)-dimethyl-6-(tert-butyldiphenylsilyloxy)-hex-1-yl]-2-methylbutyramide 
• 320742-77-6 (R)-N-((3S,5S)-6-(tert-butyldiphenylsilyloxy)-3,5-dimethylhexyl)-2-methylbutanamide 
• 320742-74-3 Methanesulfonic acid (3S,5S)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-hexyl ester 
• 320742-75-4 (2S,4S)-6-azido-2,4-dimethyl-1-(tert-butyldiphenylsilyloxy)hexane 
• 320742-76-5 (3S,5S)-6-(tert-Butyl-diphenyl-silanyloxy)-3,5-dimethyl-hexylamine 

Downstream Products

• 247184-89-0 (+)-kalkitoxin 
• 1351186-15-6 (3R,4S,6S)-8-((R)-N,2-dimethylbutanamido)-3,4,6-trimethyl-N-((R)-1-(tritylthio)but-3-en-2-yl)octanamide 
• 1351186-16-7 (3R,4S,6S)-8-((R)-N,2-dimethylbutanamido)-3,4,6-trimethyl-N-((S)-1-(tritylthio)but-3-en-2-yl)octanamide 
• 1352307-99-3 (R)-N,2-dimethyl-N-((3S,5S,6R)-3,5,6-trimethyl-7-((S)-4-vinyl-4,5-dihydrothiazol-2-yl)heptyl)butanamide 

Relevant academic research and scientific papers

Synthesis and biological activity of kalkitoxin and its analogues

Total syntheses of kalkitoxin, isolated from the Caribbean Lyngbya majuscula, and its analogues, 3-epi-, 7-epi-, 8-epi-, 10-epi-, 10-nor-, and 16-nor-kalkitoxin, were achieved via oxazolidinone-based diastereoselective 1,4-addition reaction of a methyl group and efficient TiCl4-mediated thiazoline ring formation as the key steps. The biological activities of synthetic kalkitoxin and its analogues were evaluated with brine shrimp.

An expeditious total synthesis of kalkitoxins: Determination of the absolute stereostructure of natural kalkitoxin

Kalkitoxin, a potent neurotoxin isolated from the marine cyanobacteria Lyngbya majuscula, and its congeners (1-7) were efficiently synthesized utilizing Hruby's diastereoselective 1,4-addition and the Wipf's oxazoline-thiazoline conversion as key steps. T