Synthesis method of (+/-)-alpha-fluoro-gamma-amino acid
A synthesis method and amino acid technology, applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve problems such as low yield, and achieve the effects of high yield, simple product separation and short process flow
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[0032]
[0033] Reaction: 3-Phenyl-1-propanamine (2.0 g, 14.8 mmol) and phthalic anhydride (2.192 g, 14.8 mmol) were dissolved in 20 mL of dry chloroform. Reflux at 80°C for 4h. Then it was quenched with 10 mL of water, extracted three times with ethyl acetate, and the organic phase was collected and dried over anhydrous magnesium sulfate. Separation with a chromatographic column (petroleum ether: ethyl acetate = 14:1) yielded 2.745 g of the product with a yield of 70%. The characterization data are as follows:
[0034] 2-(3-phenylpropyl)isoindoline-1,3-dione; 1 H NMR (400MHz, CDCl 3 )δ (ppm) 7.80 (dd, J = 3.13, 5.5Hz, 2H), 7.67 (dd, J = 2.95, 5.38Hz, 2H), 7.27-7.09 (m, 5H), 3.73 (t, J = 7.17Hz ,2H),2.67(t,J=7.51Hz,2H),2.02(tt,J=6.54,7.42Hz,2H); 13 C NMR (100MHz, CDCl 3 ): δ168.3, 141.0, 133.8, 132.1, 128.4, 128.3, 125.9, 123.1, 37.8, 33.2, 29.9;
[0035]
[0036] Reaction: Take a 100mL round bottom flask, add imide (1.19g, 4.5mmol), selectfluor (1.594g, 4.5mmol) ...
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