Process for preparing optically active antrocin
AssigneeDeyew Biotech Corp.
InventorsDar-fu TAI, Venkatachalam ANGAMUTHU, Yew-min TZENG
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Abstract
The present invention relates to a process of preparation of optically active antrocin. At first, to introduce the correct configuration of trans-decalone, alkyl aluminum/TMSCN was used to react with decalenone. The resulting racemic nitrile-decalone was resolved with chiral diol by ketalization to produce two chromatography separable diasteromers. After a simple column chromatography, optically pure compounds were obtained. Formylation was a critical step for the lactone formation. The rest of the synthesis is straight forward through oxidation and olefination. Accordingly, the total synthesis was completed in 10 steps with 7% overall yield from commercially available 6-methoxy-2-tetralone.
Claims15
A method for preparing an optically active antrocin of formula I, comprising:
- reacting a compound of formula V
- with a methylenation reagent to obtain the compound of formula I.
Dependencies are inferred from the claim text.