With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14805-29-9,exo-Hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione,as a common compound, the synthetic route is as follows.
Example 2To the reaction mixture containing Compound (C) which was obtained in the above Example 1 were added tetra-n-butyl ammonium hydrogen sulfate (0.62 g, 1.83 mmol), (3aR,4S,7R,7aS)-hexahydro-4,7-methano-2H-isoindole-1,3-dione [Compound (D)] (11.3 g, 68.4 mmol), potassium carbonate (7.6 g, 55.0 mmol) and water (0.4 g), and the resulting mixture was reacted under reflux for 3 hours. Then, the reaction mixture was cooled to room temperature, and water (200 g) was added to the mixture. The mixture was separated with a separating funnel, and the toluene layer was washed with 2.3percent (W/W) brine (175 g). Further, active carbon (0.9 g) was added to the toluene solution, and the mixture was stirred for 1 hour. The active carbon was removed by filtration to give a toluene solution containing (3aR,4S,7R,7aS)-2-{(1R,2R)-2-[4-(1,2-benzisothiazol-3-yl)-piperazin-1-ylmethyl]cyclohexylmethyl}-hexahydro-4,7-methano-2H-isoindole-1,3-dione (2-[[(1R,2R)-2-[[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]methyl]-cyclohexyl]methyl]hexahydro-(3aS,4R,7S,7aR)-4,7-methano-1H-isoindole-1,3(2H)-dione) [Compound (E)] (266.5 g). The yield of Compound E was 94.3percent. The yield of Compound (E) was calculated based on the analytical result that the content of the compound in the toluene solution was 7.9percent (w/w) (which was calculated by LC absolute calibration curve method). And, the production rate of by-product (R) was 0.12percent (which was calculated with the above formula (a))., 14805-29-9
As the paragraph descriping shows that 14805-29-9 is playing an increasingly important role.
Reference£º
Patent; Dainippon Sumitomo Pharma Co, Ltd.; US2011/263847; (2011); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles