754239-23-1

Upstream product

• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 754239-31-1 (2S,4S)-5-benzyloxy-2,4-dimethyl-pentanal 
• 90344-49-3 (2R)-3-iodo-2-methylpropyl benzyl ether 
• 169105-68-4 (2S,4S)-5-benzyloxy-2,4-dimethyl-pentan-1-ol 
• 808766-01-0 (2S,4S)-5-Benzyloxy-2,4-dimethyl-pentanoic acid 
• 754239-22-0 (2R,2'S,4'S)-1-(5'-benzyloxy-2',4'-dimethylpentanoyl)-2-hydroxymethylpyrrolidine 

Relevant academic research and scientific papers

Total synthesis and biological evaluation of (+)-kalkitoxin, a cytotoxic metabolite of the cyanobacterium Lyngbya majuscula

(+)-Kalkitoxin, a metabolite of the marine cyanobacterium Lyngbya majuscula, was synthesized from (R)-2-methylbutyric acid, (R)-cysteine, and (3S, 4S, 6S)-3,4,6-trimethyl-8-(methylamino)octanoic acid. A key step in the synthesis was installation of the anti,anti methyl stereotriad by means of a tandem asymmetric conjugate addition of an organocopper species to an α,β-unsaturated N-acyl oxazolidin-2-one followed in situ by α-methylation of the resultant enolate. The thiazoline portion of kalkitoxin was assembled by titanium tetrachloride catalyzed cyclization of a vinyl substituted amido thiol.