3-Hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors. I. Structural modification of 5-substituted 3, 5-dihydroxypentanoic acids and their lactone derivatives
…, WF Hoffman, AW Alberts, EJ Cragoe Jr…
Index: Stokker; Hoffman; Alberts; Cragoe Jr.; Deana; Gilfillan; Huff; Novello; Prugh; Smith Journal of Medicinal Chemistry, 1985 , vol. 28, # 3 p. 347 - 358
Full Text: HTML
Citation Number: 108
Abstract
Chemistry. The compounds prepared for this study are listed in Tables 1-111. Their syntheses from the corresponding aldehydes, exemplified by 2, are shown in Schemes 1- 111. Condensation of aldehyde 2 with the dianion of ethyl acetoacetate16 followed by borohydride reduction, basic hydrolysis, acidification, and azeotropic removal of water provided a mixture of the trans (sa (*)) and cis (6b (*)) lactones which subsequently was ...
Related Articles:
[Ban, Liping; Napolitano, Elio; Serra, Andrea; Zhou, Xianhong; Iovinella, Immacolata; Pelosi, Paolo Biochemical and Biophysical Research Communications, 2013 , vol. 437, # 4 p. 620 - 624]
[Cabri, Walter; Candiani, Ilaria; Bedeschi, Angelo; Santi, Roberto Journal of Organic Chemistry, 1992 , vol. 57, # 13 p. 3558 - 3563]
[Condon-Gueugnot, Sylvie; Leonel, Eric; Nedelec, Jean-Yves; Perichon, Jacques Journal of Organic Chemistry, 1995 , vol. 60, # 23 p. 7684 - 7686]
[Dutta; Ryan; Thomas; Singer; Compton; Martin; Razdan Bioorganic and Medicinal Chemistry, 1997 , vol. 5, # 8 p. 1591 - 1600]
[Masuda, Koji; Ito, Yoshikatsu; Horiguchi, Masahiro; Fujita, Haruo Tetrahedron, 2005 , vol. 61, # 1 p. 213 - 229]