320742-75-4

Upstream product

• 198124-61-7 (3R,4R,5R)-3,5-dimethyl-6-[tert-butyldiphenylsilyloxy]-hex-1-en-4-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 
• 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 
• 320742-72-1 (2S,4S)-2,4-dimethyl-1-(tert-butyldiphenylsilyloxy)-5-hexene 
• 128329-63-5 (3S,5S)-6-(tert-butyldiphenylsilyloxy)-3,5-dimethylhexan-1-ol 
• 320742-74-3 Methanesulfonic acid (3S,5S)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-hexyl ester 

Downstream Products

• 247184-89-0 (+)-kalkitoxin 
• 320742-77-6 (R)-N-((3S,5S)-6-(tert-butyldiphenylsilyloxy)-3,5-dimethylhexyl)-2-methylbutanamide 
• 320742-78-7 (2R)-N-methyl-N-[(3S,5S)-dimethyl-6-(tert-butyldiphenylsilyloxy)-hex-1-yl]-2-methylbutyramide 
• 320742-82-3 (R)-N,2-dimethyl-N-((3S,5S,6R)-3,5,6-trimethyl-8-oxo-8-((R)-2-oxo-4-phenyloxazolidin-3-yl)octyl)butanamide 
• 247184-89-0 (+)-(3R,7R,8S,10S,2'S)-kalkitoxin 
• 247184-89-0 (-)-(3S,7R,8S,10S,2'S)-kalkitoxin 
• 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 
• 320742-90-3 (4R)-phenyl-3-[(4R,6S)-4,6-dimethyl-8-((2S)-N-methyl-2-methylbutyramido)-(E)-2-octenoyl]-2-oxazolidinone 
• 320742-87-8 (2S)-N-[(3S,5S)-3,5-dimethyl-6-(tert-butyldiphenylsilyloxy)-hex-1-yl]-2-methylbutyramide 
• 320742-88-9 (2S)-N-methyl-N-[(3S,5S)-3,5-dimethyl-6-(tert-butyldiphenylsilyloxy)-hex-1-yl]-2-methylbutyramide 
• 320742-91-4 (4R)-4-phenyl-3-[(3R,4S,6S)-3,4,6-trimethyl-8-((2S)-N-methyl-2-methylbutyramido)-octanoyl]-2-oxazolidinone 
• 1363328-31-7 C₂₅H₃₈N₂O₄ 
• 1351186-43-0 (3R,4S,6S)-3,4,6-trimethyl-8-((R)-2-methylbutanamido)-N-((R)-1-(tritylthio)but-3-en-2-yl)octanamide 
• 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 

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