917100-69-7

Upstream product

• 20047-25-0 4-Phenyl-(E)-3-penten-1-ol 
• 5558-04-3 1-cyclopropyl-1-phenylethanol 
• 20796-33-2 4-phenyl-pent-3-en-1-ol 
• 108-86-1 bromobenzene 

Downstream Products

• 1019360-36-1 C₂₁H₂₆O₃ 
• 1019360-64-5 C₁₇H₂₀O₄ 
• 1228539-67-0 3-hydroperoxy-4-phenylpentan-1-ol 
• 917100-74-4 9-(1-phenylvinyl)-7,8,12-trioxaspiro[5.6]dodecane 
• 917100-70-0 4-phenylpent-4-ene-1,3-diol 

Relevant academic research and scientific papers

New functionalized 1,2,4-trioxepanes: Synthesis and antimalarial activity against multi-drug resistant P. yoelii in mice

A series of new amino functionalized 1,2,4-trioxepanes 8-16 and ester functionalized 1,2,4-trioxepanes 17-19 have been synthesized and evaluated against multi-drug resistant Plasmodium yoelii in Swiss mice. Amino functionalized trioxepanes 14, the most active compound of the series, showed 100% clearance of parasitaemia by oral route on day 4 and 75% protection to the treated mice beyond day 28.

Synthesis of 1,2,4-trioxepanes and 1,2,4-trioxocanes via photooxygenation of homoallylic alcohols

(Chemical Equation Presented) Homoallylic alcohols 4a-d, easily accessible in two steps from cyclopropyl methyl ketone, underwent a highly regioselective reaction with singlet oxygen to yield γ-hydroxyhydroperoxides 5a-d in 57-72% yield. Acid-catalyzed reaction of 5a-d with acetone, cyclopentanone, and cyclohexanone furnished 1,2,4-trioxepanes 8a-d, 9a-d, and 10a-d in good yields. Homoallylic alcohol 12 also underwent a highly regioselective photooxygenation to yield δ-hydroxyhydroperoxide 13 in 67% yield, which on reaction with acetone, cyclopentanone, and cyclohexanone, furnished 1,2,4-trioxocanes 16-18 in 41-55% yield.