With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17347-61-4,2,2-Dimethylsuccinicanhydride,as a common compound, the synthetic route is as follows.
To a solution of 3/?-hydroxy-21 -oxolup-18-en-28-oic acid N-benzylamide (110 mg, 0.196 mmol) in 3 mL of pyridine is added 2,2-dimethyl succinic anhydride (75.3 mg, 0.588 mmol) and DMAP (28.6 mg, 0.235 mmol). The reaction mixture is stirred overnight under reflux. Then 75.3 mg of 2,2-dimethyl succinic anhydride is added twice every 3 hours to complete the reaction. The solvent is evaporated in vacuo and the residue is taken up with ethyl acetate (50 mL) and HCl 1 N (10 mL). The organic layer is washed with water (2 x 30 mL), brine (30 mL) and dried over sodium sulfate. The crude material is purified by flash chromatography (Biotage) on silica gel (ethyl acetate / hexanes 0 to 50percent) to give the title compound 9-1 (118.6 mg, 88percent) as a colorless solid.1 H NMR (400 MHz, CDCl3): delta [ppm] 7.34 – 7.21 (m, 5H), 5.61 (d x d, 1 H), 4.59 (d x d, 1 H), 4.50 (d x d, 1 H), 4.20 (d x d, 1 H), 3.19 (sept., 1 H), 2.67 (d, 1 H), 2.65 – 2.54 (m, 2H), 2.56 (d, 1H), 2.45 (d, 1 H), 2.17 (1 H), 1.85 – 0.74 (m, 18H), 1.3 (s, 3H), 1.29 (s, 3H), 1.2 (d, 3H), 1.18 (d, 3H), 0.89 (br s, 6H), 0.86 (s, 3H), 0.82 (s, 3H), 0.8 (s, 3H). LC/MS: m/z = 688.68 (M+H+).
The synthetic route of 17347-61-4 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; VIROCHEM PHARMA INC.; CHAURET, Nathalie; WO2009/82818; (2009); A1;,
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