title: Preparation of highly substituted gamma-lactam follicle stimulating hormone receptor agonists.
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.
authors.affiliation: Department of Chemical and Screening Sciences, Wyeth Research, Collegeville, PA 19426, USA. pelletj@wyeth.com
authors.forename: Jeffrey C
authors.initials: JC
authors.lastname: Pelletier
authors.forename: John
authors.initials: J
authors.lastname: Rogers
authors.forename: Jay
authors.initials: J
authors.lastname: Wrobel
authors.forename: M Claudia
authors.initials: MC
authors.lastname: Perez
authors.forename: Emily S
authors.initials: ES
authors.lastname: Shen
mesh_terms: D000577:Amides / Q000737:chemistry; D000242:Cyclic AMP / Q000096:biosynthesis; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D011962:Receptors, FSH / Q000819:agonists* / Q000378:metabolism; D013379:Substrate Specificity
chemical_list: D000577:Amides; D007769:Lactams; D011962:Receptors, FSH; D000242:Cyclic AMP