1453081-87-2

Upstream product

• 159406-31-2 (4S,5R)-5-Methyl-4-phenyl-2-oxazolidinone 
• 20769-85-1 2-bromoisobutyric acid bromide 

Downstream Products

• 1453081-90-7 (4S,5R)-3-((R)-3-((4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)-3-hydroxy-2,2-dimethylpropanoyl)-5-methyl-4-phenyloxazolidin-2-one 

Relevant academic research and scientific papers

Towards the total synthesis of Pl-3: Preparation of the eastern fragment through a diastereoselective SmI2-mediated reformatsky reaction

The jatrophane diterpene Pl-3, isolated in 2003 from Euphorbia platyphyllos, is a structurally complex natural product with highly promising biological properties that include pronounced antiproliferative activity and the inhibition of the efflux-pump activity of multidrug resistance p-glycoprotein. Herein, the synthesis of the eastern fragment of Pl-3 is outlined. The target compound is synthesized in nine synthetic operations in good overall yield, starting from readily available D-ribose. The key step in the preparation of the eastern part of Pl-3 is a diastereoselective SmI2-mediated Reformatsky reaction. The proposed route is highly flexible and could also be applied to the synthesis of structurally related jatrophane diterpenes.