(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-Trimethyl-10-[4-(trifluoromethyl)phenoxy]decahydro-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin **(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-Trimethyl-10-[4-(trifluoromethyl)phenoxy]decahydro-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin** is a **C-10-phenoxy derivative of dihydroartemisinin (DHA)** synthesized using the **TMSOTf-AgClO4 activator system**, which ensures high stereoselectivity and yield. This derivative exhibits **potent in vitro antimalarial activity**, consistent with other structurally similar phenoxy-DHA analogs. The presence of the **4-(trifluoromethyl)phenoxy group at C-10** enhances its pharmacological profile, likely contributing to improved stability or bioactivity. While its **biomimetic iron(II) reactivity and metabolic fate** align with artemisinin-class compounds, further studies would be needed to confirm its exact mechanism and in vivo efficacy. **Other names**: (3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-Trimethyl-10-[4-(trifluoromethyl)phenoxy]decahydro-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin may be referred to as a **C-10-phenoxy-DHA derivative** or a **trifluoromethylphenoxy analog of dihydroartemisinin**. (Returned as a conclusion based on the provided literature, omitting direct study descriptions.)
The CAS Registry Mumber 256341-25-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,5,6,3,4 and 1 respectively; the second part has 2 digits, 2 and 5 respectively. Calculate Digit Verification of CAS Registry Number 256341-25: (8*2)+(7*5)+(6*6)+(5*3)+(4*4)+(3*1)+(2*2)+(1*5)=130 130 % 10 = 0 So 256341-25-0 is a valid CAS Registry Number.
The combination of TMSOTf and AgClO4 promotes the efficient C-10-phenoxylation of dihydroartemisinin (3) in good chemical yield and excellent stereoselectivity. All of the new phenoxy derivatives have potent in vitro antimalarial activity. On t
O' Neill, Paul M.,Miller, Alison,Ward, Stephen A.,Kevin Park,Scheinmann, Feodor,Stachulski, Andrew V.
, p. 9129 - 9132 (1999)
The combination of TMSOTf and AgClO4 promotes the efficient C-10 phenoxylation of dihydroartemisinin (3) in good chemical yield and excellent stereoselectivity. In contrast to previous reports on other phenoxyglycoside derivatives, the phenoxy
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