93863-87-7Relevant academic research and scientific papers
Synthesis and Utilization of the Chiral Synthon Methyl 3-O-Benzyl-2,4,6-trideoxy-6-iodo-α-D-erythro-hexopyranoside in the Synthesis of a Potent HMG-CoA Reductase Inhibitor
Prugh, John D.,Rooney, C. Stanley,Deana, Albert A.,Ramjit, Harri G.
, p. 648 - 657 (2007/10/02)
Synthesis of the potent HMG-CoA reductase inhibitor 1a has been achieved by utilizing the chiral synthon 2, which was prepared from methyl α-D-glucopyranoside in 12 steps (6 new).A key step in this sequence, which should have general applicability for the
3-Hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors. 1. Structural modification of 5-substituted 3,5-dihydroxypentanoic acids and their lactone derivatives
Stokker,Hoffman,Alberts,Cragoe Jr.,Deana,Gilfillan,Huff,Novello,Prugh,Smith
, p. 347 - 358 (2007/10/02)
A series of 5-substituted 3,5-dihydroxypentanoic acids and their derivatives have been prepared and tested for inhibition of HMG-CoA reductase in vitro. In general, unless a carboxylate anion can be formed and the hydroxy groups remain unsubstituted in an erythro relationship, inhibitory activity is greatly reduced. Furthermore, only one enantiomer of the ring-opened form of lactone 6a(±) possesses the activity displayed by the racemate. Insertion of a bridging unit other than ethyl or (E)-ethenyl between the 5-carbinol moiety and an appropriate lipophilic moiety (e.g., 2,4-dichlorophenyl) attenuates activity.
