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Open Access research that challenges the mind...

The Strathprints institutional repository is a digital archive of University of Strathclyde research outputs. Strathprints provides access to thousands of Open Access research papers by University of Strathclyde researchers, including those from the School of Psychological Sciences & Health - but also papers by researchers based within the Faculties of Science, Engineering, Humanities & Social Sciences, and from the Strathclyde Business School.

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Novel steroid mimics directed towards the estradiol skeleton

Bridgeman, Eve and Cavill, Julie L. and Schofield, Daniel J. and Wilkins, Derek S. and Tomkinson, Nicholas C. O. (2005) Novel steroid mimics directed towards the estradiol skeleton. Tetrahedron Letters, 46 (49). pp. 8521-8524. ISSN 0040-4039

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Abstract

A series of non-sym. tri- and tetra-substituted ureas, e.g. I (R = H, Me) were prepd. to mimic the rigid tetracyclic core of estradiol. Tetra-substituted ureas were prepd. 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 prepd. in 42-74% yields by an alternative four-step method, which included a one-pot 4-nitrophenyl carbamate formation/displacement sequence.