Efficient route to 7α-(benzoyloxy)-3-dioxolane cholestan-24 (R)-ol, a key intermediate in the synthesis of squalamine

SR Jones, BS Selinsky, MN Rao, X Zhang…

Index: Jones, Stephen R.; Selinsky, Barry S.; Rao, Meenakshi N.; Zhang, Xuehai; Kinney, William A.; Tham, Fook S. Journal of Organic Chemistry, 1998 , vol. 63, # 11 p. 3786 - 3789

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Citation Number: 56

Abstract

Squalamine (1) is a novel aminosterol isolated from the dogfish shark, 1 which has been shown to possess antiangiogenic and antitumor activity. 2 Until the present time, the only practical way to obtain significant quantities of squalamine was by extraction from shark livers. However, squalamine is obtained in small amounts (0.001-0.002 wt%) at significant expense in time and materials. There have been three published syntheses of squalamine ...

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