- A concise and efficient route to the Alzheimer's therapeutic agent (R)-arundic acid
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A short and efficient procedure for the preparation of (R)-arundic acid, a therapeutic agent for the treatment of Alzheimer's disease, has been developed. Based on cheap and commercially available (1R)-(+)-camphor as the source of chiral information, (R)-arundic acid is synthesized in a four-step cyclic sequence with 55% overall yield and high optical purity, ≥98% ee. Alkyl halide and acetylene constitute the only consumable carbon sources of this method, which allows obtaining of both enantiomers and recycling of chiral auxiliary.
- García, Jesús M.,Odriozola, José M.,Lecumberri, Ainara,Razkin, Jesús,González, Alberto
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p. 10664 - 10669
(2008/12/23)
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- Synthesis of anti-Alzheimer (R)-arundic acid
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The asymmetric synthesis of the anti-Alzheimer agent (R)-arundic acid has been performed via a diastereoselective photodeconjugation reaction as the key-step. The synthetic approach involves a readily available chiral auxiliary, diacetone-d-glucose, and allows access to either enantiomer as illustrated by the synthesis of (S)-arundic acid. Both enantiomers were obtained in 88% ee using the same chiral auxiliary.
- Pelotier, Beatrice,Holmes, Ta'id,Piva, Olivier
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p. 1513 - 1520
(2007/10/03)
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