With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.935269-27-5,3-Oxoisoindoline-4-carboxylic acid,as a common compound, the synthetic route is as follows.
935269-27-5, To a stirred solution of 4a-d, f-j (1.0 eq) in DMF was added HOBt (2.0 eq), HBTU (2.0 eq), and DIPEA (3.0 eq) followed by 3-oxo-2,3-dihydro-lH-isoindole-4-carboxylic acid (1.0 eq) and allowed to stir at rt for 12 h. The reaction mixture was then diluted with water. The product was filtered, washed with water, dried under vacuum, and obtained in 62-71percent yield. This product was then treated with 2 MHO in Et^O to remove the Boc group giving the Oxoisoindoline-Orn- benzimidazole intermediate. The solvent was then evaporated to dryness and the crude material was dried in vacuo. To a stirred solution of the corresponding Oxoisoindoline-Orn-benzimidazole intermediate in dry MeOH was added TEA (4.0 eq) followed by ethyl haloacetimidate HCl (2.0 eq). The reaction was stirred under N2 at rt for 3 h. Solvents were then evaporated under reduced pressure and the crude product was purified by reverse phase HPLC using MeCN:H20 (0.5percent TFA) as an eluent to give compounds 7a-v in 41-57percent yield.
As the paragraph descriping shows that 935269-27-5 is playing an increasingly important role.
Reference:
Patent; UNIVERSITY OF MASSACHUSETTS; THOMPSON, Paul, R.; MUTH, Aaron; SUBRAMANIAN, Venkataraman; (129 pag.)WO2018/102262; (2018); A1;,
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