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###22###68.679###2440###0.29###Pregnan-20-one, 3-(acetyloxy)-5,6:16,17-diepoxy-, (3[beta],5[alpha],6[alpha],16[alpha])-
Aspirin (ASP), 2-(acetyloxy)benzoic acid, (Figure 1) has anti-inflammatory and antipyretic properties and acts as an inhibitor of cyclooxygenase which results in the inhibition of the biosynthesis of prostaglandins.
"Hoffmanniaketone" was isolated for the first time from Hoff-mania strigillosa, together with its 17-(acetyloxy) derivative, and originally assigned the structure of (16R)-16,17-dihydroxy-ent-phyllocladan-3-one using chiroptical data (Jaensch et al.
The alcohol compound 3 after workup directly proceeded to oxidation with Dess-Martin periodinane [DMP; 1,1,1-tris(acetyloxy)-1,1-dihydro-1,2-benziodoxol-3-(1H)-one]; this reagent has several advantages over chromium and DMSO-based oxidation reagents that include milder conditions such as lower temperature, neutral pH, shorter reaction times, higher yields, simplified workups, high chemoselectivity, tolerance of sensitive functional groups, and a longer shelf life time.