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    • 3. 发明授权
    • Optically active esters of 7-substituted 3,5-difunctionalized
6-heptenoic acids
    • 7-取代的3,5-二官能化的6-庚烯酸的光学活性酯
    • US5276154A
    • 1994-01-04
    • US748076
    • 1991-08-21
    • Tamejiro HiyamaTatsuya MinamiTakeshi HanamotoGuntoori B. Reddy
    • Tamejiro HiyamaTatsuya MinamiTakeshi HanamotoGuntoori B. Reddy
    • C07C67/343C07C69/732C07C69/738C07D209/10C07D309/30C07D215/14C07D215/233
    • C07C69/738C07C67/343C07C69/732
    • The present invention provides optically active esters of 7-substituted 3,5-difunctionalized 6-heptenoic acids represented by the following formula: ##STR1## wherein R is a substituted or unsubstituted aromatic group, a substituted or unsubstituted heteroaromatic group or a substituted vinyl group;Ar is a condensed aromatic group;X.sup.1 and Y.sup.1 are not the same and each is a hydrogen atom or a hydroxyl group, or may be combined to represent an oxygen atom which forms a carbonyl group together with the carbon atom to which X.sup.1 and Y.sup.1 are attached; andX.sup.2 and Y.sup.2 are not the same and each is a hydrogen atom or a hydroxyl group, or may be combined to represent an oxygen atom which forms a carbonyl group together with the carbon atom to which X.sup.2 and Y.sup.2 are attached,or enantiomers thereof.The present invention further provides processes for preparing the above optically active esters and 7-substituted (3R, 5S, 6E)-3,5-dihydroxy-6-hepten-1,5-olides.These esters are useful as synthetic intermediates for preparing the above lactones having an inhibitory activity of HMG-CoA reductase as well as a sex attractant pheromone of beetles, endo-1,3-dimethyl-2,9-dioxabicyclo[3.3.1]nonane.
    • 本发明提供由下式表示的7-取代的3,5-二官能的6-庚烯酸的光学活性酯:(*化学结构*)其中R是取代或未取代的芳族基团,取代或未取代的杂芳族基团或 取代乙烯基; Ar是稠合芳族基团; X1和Y1不相同,各自为氢原子或羟基,或者可以组合形成与X1和Y1所连接的碳原子一起形成羰基的氧原子; X2和Y2不相同,各自为氢原子或羟基,或者可以与X2和Y2所连接的碳原子一起形成羰基的氧原子或其对映异构体。 本发明还提供了制备上述光学活性酯和7-取代的(3R,5S,6E)-3,5-二羟基-6-庚烯-1,5-二醇的方法。 这些酯可用作制备具有HMG-CoA还原酶抑制活性的上述内酯的合成中间体以及甲虫的性引诱信息素,内切1,3-二甲基-2,9-二氧杂双环(3.3.1)壬烷 。