600173-45-3

Upstream product

• 98-80-6 phenylboronic acid 
• 600173-42-0 3-hydroxy-1-(3'-hydroxy-4'-phenoxyphenyl)-3-phenylpropan-1-one 
• 600173-43-1 (2E)-1-(3'-hydroxy-4'-phenoxyphenyl)-3-phenylprop-2-en-1-one 
• 600173-41-9 1-(3-hydroxy-4-phenoxyphenyl)ethan-1-one 
• 498-02-2 1-(3-methoxy-4-hydroxyphenyl)ethanone 
• 600173-40-8 1-(3-methoxy-4-phenoxyphenyl)ethan-1-one 
• 100-52-7 benzaldehyde 
• 600173-44-2 (3'-hydroxy-4'-phenoxyphenyl)-[(2R,3S)-3-phenyloxiran-2-yl]methanone 

Downstream Products

• 600173-48-6 (1R,2S,3S)-3-chloro-1-(3'-hydroxy-4'-phenoxyphenyl)-3-phenylpropane-1,2-diol 
• 600173-46-4 (1S,2S,3S)-3-chloro-1-(3'-hydroxy-4'-phenoxyphenyl)-3-phenylpropane-1,2-diol 
• 600173-47-5 (2S,3S)-3-chloro-3-phenyl-2-triethylsilyloxy-1-(3'-triethylsilyloxy-4'-phenoxyphenyl)-propan-1-one 

Relevant academic research and scientific papers

A route to the structure proposed for puetuberosanol and approaches to the natural products marshrin and phebalosin

Synthesis of the structure claimed for puetuberosanol 1 (using the Juliá-Colonna oxidation in a key step) showed that the natural product was a different material. The isomeric epoxy alcohols 16-18 can be discounted from the alternatives. An analogue 19 of marshrin 2 was prepared but the synthesis of the natural product was thwarted by failure of a Juliá-Colonna oxidation in the key step. The epoxy ketone 29 was prepared by Darzens condensation and was converted into (±)-phebalosin 3.