Candida albicans-resistant medicines with unsaturated fatty acid structure and preparation method of candida albicans-resistant medicines
A technology of unsaturated fatty acids and Candida albicans, which is applied in the direction of antifungal agents, can solve the problems of high toxicity of bromination reagent liquid bromine, expensive methyl lithium, cumbersome operation, etc., and achieve short synthesis routes, precise routes, Simple operation effect
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[0027] Example 1:
[0028] Step 1. In a two-necked round bottom flask (100mL), add sodium azide (0.975g, 15mmol), potassium iodide (0.083g, 0.5mmol), nitrogen protection, add 15mL dimethyl sulfoxide, nitrogen protection, at 50℃ Stir. Then, bromooctane (1.92 g, 10 mmol) was added to the reaction system. After the addition is complete, continue stirring at 50°C for 10 hours. The reaction was quenched with ice water, extracted with petroleum ether, the organic phase was washed with water, saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated to obtain 1.3 g of octane azide with a yield of 87%.
[0029] Step 2. Add sodium ascorbate (0.17g, 0.85mmol) into a two-neck round-bottomed flask (100mL), protected by nitrogen. Then add 3 mL of ethanol. Blow nitrogen gas, then add 3 mL of an aqueous solution of copper sulfate (0.1 g, 4 mmol), and then add propionic acid (0.73 g, 10 mmol) and octane azide (1.35 g, 8.7 mmol) for 5 h. Add ice water to extract...
Example
[0031] Example 2-Example 6, the method is the same as that of Example 1, the specific experimental dosage is as follows:
[0032] Step 1
[0033] R1R 1 Br(g,mmol) NaN 3 (g,mmol) KI(g,mmol) DMSO(mL)R 1 N 3 (g) Yield(%) 2C 6 H 13 1.64,100.975,150.083,0.5150.970 3C 6 H 12 OH 1.80,100.975,150.083,0.5150.963 4C 12 H 25 2.50,100.975,150.083,0.5151.470 5C 8 H 17 1.92,100.975,150.083,0.5151.490 6C 8 H 17 1.92,100.975,150.083,0.5151.384
[0034] Step 2
[0035]
[0036] Characterization data
[0037] Product 2:
[0038]
[0039] 1 H NMR (400MHz, DMSO) δ (ppm): 11.0 (s, 1H), 8.68 (s, 1H), 4.45-4.31 (m, 2H), 1.87-1.73 (m, 2H), 1.22 (pd, J = 8.0,5.0Hz,6H),0.82(t,J=7.0Hz,3H).
[0040] Product 3:
[0041]
[0042] 1 H NMR (400MHz, DMSO) δ (ppm): 11.2 (s, 1H), 8.27 (s, 1H), 4.34 (t, J = 14.1, 7.2 Hz, 2H), 1.80 (m, J = 31.2, 23.7 Hz ,2H),1.43(m,J=45.5,6.9Hz,1H),1.21(d,J=8.8Hz,13H),0.82(m,J=8.0,5.6Hz,3H).
[0043] Product 4:
[0044]
[0045] 1 H NMR (400MHz, DMSO) δ (ppm): 11.3 (s, 1H), 8.27 (s, 1H...
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