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wangzewen

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ºÏ³É·½·¨£ºPalladium-catalyzed coupling of 4-bromobenzophenone (I) with methyl acrylate (II) afforded 4-benzoylcinnamic ester (III), which was hydrolyzed to acid (IV) with NaOH. Condensation with taxane derivative (V) in the presence of DCC and DMAP then provided the target ester.

²Î¿¼£ºBernacki, R.J.; Ojima, I. (State University of New York, Albany); Taxoid reversal agents for drug-resistance in cancer chemotherapy and pharmaceutical compsns. thereof. EP 0966456; US 5811452; WO 9830553


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ºÏ³É·½·¨£ºHeck coupling between 4-bromobenzophenone (VIII) and methyl acrylate (IX) in the presence of palladium diacetate gave the unsaturated ester (X). Subsequent basic hydrolysis of the methyl ester group of (X) yielded p-benzoylcinnamic acid (XI). The title compound was then obtained by the coupling of acid (XI) with the precursor baccatin (VII) in the presence of EDC and DMAP.

²Î¿¼£ºStrum, M.; et al.; Synthesis and SAR of new taxane reversal agents. 221st ACS Natl Meet (April 1 2001, San Diego) 2001, Abst MEDI 131

[ Last edited by wangzewen on 2007-11-15 at 22:16 ]
3Â¥2007-11-15 22:12:22
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hailiu

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