Novel steroid mimics directed towards the estradiol skeleton

E Bridgeman, JL Cavill, DJ Schofield, DS Wilkins…

Index: Bridgeman, Eve; Cavill, Julie L.; Schofield, Daniel J.; Wilkins, Derek S.; Tomkinson, Nicholas C. O. Tetrahedron Letters, 2005 , vol. 46, # 49 p. 8521 - 8524

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Citation Number: 13

Abstract

A series of non-symmetrical tri-and tetra-substituted ureas have been prepared to mimic the rigid tetracyclic core of estradiol. Tetra-substituted ureas were prepared by a five-step protocol, involving activation and displacement of a carbonyldiimidazole adduct in 48–67% overall yield. This method was unsuccessful for tri-substituted ureas, which were prepared in 42–74% yields by an alternative four-step method, which included a one-pot 4-nitrophenyl ...