130252-83-4

Upstream product

• 130252-82-3 1-p-methoxybenzyloxy-3-methylbut-3-en-2-ol 
• 824-94-2 p-methoxybenzyl chloride 
• 14289-62-4 1-(allyloxymethyl)-4-methoxybenzene 
• 170421-35-9 (2R,3R)-2,3-epoxy-4-(4-methoxyphenyl)methoxy-2-methylbutanol 
• 121289-23-4 p-methoxybenzyloxyacetaldehyde 

Downstream Products

• 130252-84-5 (2R,3S)-3,4-epoxy-1-(4-methoxyphenyl)methoxy-3-methylbutan-2-yl 3-methoxy-5-methyl-1-naphthoate 

Relevant academic research and scientific papers

Synthetic studies of carzinophilin. Part 1: Synthesis of 2-methylidene-1-azabicyclo[3.1.0]hexane systems related to carzinophilin

Synthesis of the model compounds of carzinophilin carrying 2-methylidene-1-aza-bicyclo[3.1.0]hexane systems was achieved. Formation of malonylidenes or N-acyl-glycinylidenepyrrolidines was carried out by utilizing Eschenmoser's sulfide contraction or Herdeis's condensation between the 2-methylthio-Δ1-pyrrolone derivatives and ethyl nitroacetate, respectively. The 1-azabicyclo-[3.1.0]hexane systems were constructed by base-promoted aziridine formation.

Synthetic studies towards carzinophilin: Synthesis and ammonium hydroxide-induced rearrangement of the epoxi-acid fragment

An efficient synthesis of the epoxide-containing fragment 4 of carzinophilin has been completed. Intramolecular acyl transfer of a related epoxide afforded amide 16. Comparison by 1H NMR of 4 and 16 with authentic natural product provides further evidence for structural revision of carzinophilin.