867367-94-0

Upstream product

• 625-31-0 (S)-4-penten-2-ol 
• 480-64-8 orsellinic acid 
• 378749-88-3 (3R,4R,6S)-6-(hydroxy)-3,4-(oxiranyl)hept-1-ene 
• 754201-18-8 (3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-phenylsulfanyl-hept-1-en-4-ol 
• 378750-02-8 (3R,4R,6S)-6-(tert-butyldiphenylsilyl)-3,4-(oxiranyl)hept-1-ene 
• 754201-17-7 (3R,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-chloro-hept-1-en-4-ol 

Downstream Products

• 867367-83-7 2,4-Bis-methoxymethoxy-6-methyl-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester 
• 12772-57-5 (9Z,11E)-(4R,6R,8R)-16-Chloro-17,19-dihydroxy-4-methyl-3,7-dioxa-tricyclo[13.4.0.0^6,8]nonadeca-1⁽¹⁵⁾,9,11,16,18-pentaene-2,13-dione 
• 754201-26-8 2,4-Bis-methoxymethoxy-6-((E)-2-oxo-hexa-3,5-dienyl)-benzoic acid (R)-1-methyl-2-((2R,3S)-3-vinyl-oxiranyl)-ethyl ester 
• 867367-85-9 2,4-Bis-methoxymethoxy-6-((E)-2-oxo-hexa-3,5-dienyl)-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester 
• 867367-84-8 2,4-Bis-methoxymethoxy-6-(2-oxo-3-phenylsulfanyl-hex-5-enyl)-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester 
• 754201-24-6 (Z)-(4R,6R,8R)-17,19-Bis-methoxymethoxy-4-methyl-12-phenylsulfanyl-3,7-dioxa-tricyclo[13.4.0.0^6,8]nonadeca-1⁽¹⁹⁾,9,15,17-tetraene-2,13-dione 

Relevant academic research and scientific papers

Solution- and solid-phase synthesis of radicicol (monorden) and pochonin C

A modular synthesis for pochonin C and radicicol is reported. The two natural products were prepared in seven and eight steps, respectively, from three readily available fragments. Alternative syntheses of these compounds were achieved using a combination of polymer-bound reagents and solid phase reactions. The conformation of the two natural products was studied and compared by using 2D NMR spectroscopy.

Modular asymmetric synthesis of pochonin C

Back to its origins: Pochonin C was synthesized in 11 steps from the four fragments shown in the scheme. This asymmetric synthesis and the conversion of pochonin C into radicicol defines the configuration at the center bearing the chlorine atom as S. lpc