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.
A stirring solution of 17/?-benzoylamino-3/?-hydroxy-28-norlup-20(29)-ene (144 mg, 0.270 mmol), DMAP (40 mg, 0.324 mmol) and 2,2-dimethylsuccinic anhydride (208 mg, 1.62 mmol) in dry pyridine (3 mL) is heated overnight at 120¡ãC. Another 6 equivalents of anhydride is added and heating is continued for 7 hours. The mixture is concentrated to dryness and the residue is diluted in ethyl acetate, washed twice with HCl 1 N, water and brine, dried over sodium sulfate and concentrated to dryness. The residue is purified by flash column chromatography on silica gel (ethyl acetate/hexanes 10percent to 70percent) followed by crystallization in ethyl acetate/hexanes (1 :3) to yield the title compound 13-7 as a white solid (30 mg, 16percent). 1H NMR (400 MHz, CDCl3): delta [ppm] 7.72 (m, 2H), 7.51 -7.41 (m, 3H), 5.81 (s, 1 H), 4.71 (d, 1 H), 4.62 (t, 1 H), 4.47 (d x d, 1 H), 2.82 (d x t, 1 H), 2.65 (m, 1 H), 2.64 (d, 1 H), 2.54 (d, 1 H), 2.44 (m, 1H), 1.95 (m, 1 H), 1.75-0.75 (m, 21H), 1.69 (s, 3H), 1.29 (s, 3H), 1.27 (s, 3H), 1.01 (s, 3H), 0.99 (s, 3H), 0.83 (s, 3H), 0.82 (s, 3H), 0.78 (s, 3H). LC/MS: m/z = 660.71 (M+H+). HPLC (Method A): tR = 34.04 min.
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.; WO2009/100532; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem