Bioorganic & Medicinal Chemistry 2005-11-01

Preparation of highly substituted gamma-lactam follicle stimulating hormone receptor agonists.

Jeffrey C Pelletier, John Rogers, Jay Wrobel, M Claudia Perez, Emily S Shen

Index: Bioorg. Med. Chem. 13(21) , 5986-95, (2005)

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Abstract

An unusual combination of Weinreb amidation and Mitsunobu lactam formation was used to prepare highly substituted gamma-lactam analogues of a thiazolidinone follicle stimulating hormone receptor agonist. The analogue synthesis was stereoselective and the final products were chemically stable. Biological properties of the target molecules were nearly identical to those of the lead compound.