146579-00-2Relevant articles and documents
Synthesis of artificial HMG-CoA reductase inhibitors based on the olefination strategy
Hiyama,Minami,Takahashi
, p. 364 - 372 (2007/10/02)
Synthetic methods were studied for optically active 6-oxo-3,5-isopropylidenedioxyhexanoate esters (4), which could be used as a key precursor of various kinds of artificial analogs of 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase inhibitors. An enantiomer (+)-4 was prepared by asymmetric reduction of β,δ-diketo esters derived from the Taber's alcohol or L-tartrate followed by a series of chemical transformations, and the desired enantiomer (-)-4 was prepared by the same asymmetric reduction starting from D-tartrate. The key intermediate (-)-4 was finally converted into a highly potent HMG-CoA reductase inhibitor, NK-104.
A novel enantioselective synthesis of HMG Co-A reductase inhibitor NK-104 and a related compound
Minami, Tatsuya,Hiyama, Tamejiro
, p. 7525 - 7526 (2007/10/02)
Optically active methyl 6-oxo-3,5-syn-isopropylidenedioxyhexanoate (5) was prepared by enantioselective syn-reduction of β,δ-diketo ester 2, followed by hydrolysis, protection of the diol moiety and ozonolysis, and was converted into a highly potent HMG Co-A reductase inhibitor NK-104 and an analogue.
