合成路线1

The reductobromination of 2-chloroquinoline-3-carbaldehyde (I) with NaBH4 and PBr3 in hot methanol gives 2-bromo-3-(bromomethyl)quinoline (II), which by reaction with sodium azide in DMF is converted into the azidomethyl compound (III). The reduction of (III) with H2 over PtO2 in ethanol affords the aminomethyl derivative (IV), which is condensed with 4-ethyl-2-methyl-2(E),4(E)-heptadienoic acid (V) by means of DCC and DMAP in dichloromethane to provide the corresponding amide (VI). The condensation of (VI) with tributylstannane (VII) by means of a Pd catalyst and triphenylarsine in hot dioxane gives the acrylic ester derivative (VIII), which is cyclized by means of Tbdms-OTf and TEA in dichloromethane to yield the tetracyclic compound (IX). The oxidation of the aliphatic double bond of (IX) with O3 and dimethylsulfide in dichloromethane affords the propionyl derivative (X), which is finally decarboxylated and dehydrogenated by means of NaOH, Pd/C and p-cymene in refluxing methanol/dichloromethane/water to provide the target compound.