Bioorganic and Medicinal Chemistry Letters p. 1137 - 1140 (1999)
Update date:2022-08-04
Topics:
Schmid, Christopher R.
Glasebrook, Andrew L.
Misner, Jerry W.
Stephenson, Gregory A.
The synthesis and biological evaluation of trans-2,3-dihydroraloxifene, 2, is described. The synthesis proceeds in 8 steps in 20% overall yield. Relative trans 2,3-stereochemistry is definitively established in ester 6, which is converted to the title compound via derivatization, Grignard addition, and deprotection. Evaluation in vitro shows the compound to be a potent selective estrogen receptor modulator (SERM).
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