127733-25-9

Upstream product

• 90367-65-0 (2R)-1-(Benzyloxy)-2-methyl-3-(p-toluenesulfonyloxy)propane 
• 56850-58-9 methyl (2R)-3-(benzyloxy)-2-methylpropanoate 
• 127733-23-7 (3S,6R)-7-(Benzyloxy)-3-hydroxy-6-methyl-5-(phenylsulfonyl)heptyl tert-Butyldimethylsilyl Ether 
• 127733-22-6 (2R)-1-benzyloxy-2-methyl-3-(phenylsulfonyl)propane 
• 95338-04-8 (2-((S)-oxiran-2-yl)ethoxy)(tert-butyl)dimethylsilane 
• 90344-49-3 (2R)-3-iodo-2-methylpropyl benzyl ether 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 63930-46-1 (S)-3-benzyloxy-2-methylpropan-1-ol 
• 76513-69-4 (2-trimethylethylsilylethoxy)methyl chloride 
• 127733-24-8 (3R,6S)-7-Benzyloxy-3-hydroxy-6-methylheptyl tert-Butyldimethylsilyl Ether 

Relevant academic research and scientific papers

Total Synthesis of (+)-Latrunculin A, an Ichthyotoxic Metabolite of the Sponge Latrunculia magnifica, and Its C-15 Epimer

Latrunculin A (1), an ichthyotoxic metabolite of the sponge Latrunculia magnifica with potent inhibitory action on microfilament-mediated processes involved in cell division, was synthesized via a convergent approach.Construction of a major segment of the latrunculin backbone was accomplished by means of a three-component coupling of aldehyde 24, β-keto ester 27, and phosphonium salt 26, which established the conjugated E,Z-diene moiety of 31.The thiazolidinone subunit of 1 was elaborated in the form of 39 from L-cysteine and was linked to 35 without nitrogen protection.Final lactonization of 47 was carried out using the Mitsunobu protocol.A parallel sequence employing the epimeric seco acid 48 produced 15-epilatrunculin A.