32537-59-0Relevant articles and documents
A general method for making bicyclic compounds with nitrogen at a bridgehead-application to the halichlorine spiro subunit
Clive, Derrick L. J.,Yu, Maolin,Li, Zhiyong
, p. 906 - 908 (2007/10/03)
N-Protected β-amino aldehydes having the nitrogen in a ring are easily converted into Morita-Baylis-Hillman adducts; O-acetylation and N-deprotection result in spontaneous cyclization to bicyclic structures having nitrogen at a bridgehead. The Royal Socie
Investigation of the 4-O-alkylamine substituent of non-peptide quinolone GnRH receptor antagonists
DeVita, Robert J.,Goulet, Mark T.,Wyvratt, Matthew J.,Fisher, Michael H.,Lo, Jane-L,Yang, Yi Tien,Cheng, Kang,Smith, Roy G.
, p. 2621 - 2624 (2007/10/03)
Synthesis and in vitro activity of the enantiomers of quinolone GnRH antagonist (±)-1 are reported. Chiral amino alcohols were prepared from the appropriate cyclic D- or L-amino acids by the Arndt-Eistert homologation followed by reduction of the resulting esters. Incorporation of these pharmacophores was achieved via a novel Mitsunobu alkylation of 4-hydroxyquinolones. The key amine pharmacophore for binding to the rat GnRH receptor was most active in the S-configuration. Ring size was not important for potency with 4, 5, 6, and 7-membered ring amines exhibiting similar potency.
