Application of porcine pancreas alpha-amylase as catalyst of asymmetrical Mannich reaction
An amylase, asymmetric technology, applied in the field of chemistry, to achieve the effect of good catalytic activity, high yield and high ee value
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Embodiment 1
[0023] Example 1. Confirmation of the activity of porcine pancreatic α-amylase in catalyzing the three-component asymmetric Mannich reaction of aromatic aldehydes, aromatic amines and ketones
[0024] In this example, the reaction of p-nitrobenzaldehyde, aniline and cyclohexanone was used as a template reaction to confirm the activity of porcine pancreatic alpha-amylase in catalyzing the three-component asymmetric Mannich reaction of aromatic aldehydes, aromatic amines and ketones. The experimental method is as follows: add p-nitrobenzaldehyde (0.5 mmol), aniline (0.55 mmol) and cyclohexanone (5 mmol) into the reaction flask. * Is 15 mmol), no catalyst is added or catalyst (100 mg) is added, and water (0.15 ml) is added in Table 1. * It is 0.25 ml) and acetonitrile or 1,4-dioxane (1 ml). The temperature is controlled at 25°C and the reaction is stirred. After the reaction is completed, filter, wash the filter cake with ethyl acetate, combine the filtrate and washing liquid, dry w...
Embodiment 2
[0028] Example 2. Methodological study on the application of porcine pancreatic α-amylase to catalyze the three-component asymmetric Mannich reaction of aromatic aldehydes, aromatic amines and ketones
[0029] In this example, the reaction of p-nitrobenzaldehyde, aniline and cyclohexanone was used as a template reaction, and the main influencing factors (solvent, Water content, temperature, enzyme content and substrate feeding ratio) were systematically studied.
[0030] 1. The influence of solvent
[0031] Add p-nitrobenzaldehyde (0.5 mmol), aniline (0.55 mmol), cyclohexanone (5 mmol) and porcine pancreatic α-amylase (100 mg) to the reaction flask, and then add water (0.15 ml, the winning bid in Table 2) * It is 0.25 ml) and solvent (1 ml). The temperature is controlled at 25°C and the reaction is stirred for 120 hours. The post-treatment method is the same as in Example 1. The results are shown in Table 2.
[0032] Table 2 Effects of solvents on the asymmetric Mannich reaction cat...
Embodiment 3
[0055] Example 3. General investigation of the three-component asymmetric Mannich reaction of aromatic aldehyde, aromatic amine and ketone catalyzed by porcine pancreatic α-amylase
[0056] In this example, the versatility of the three-component asymmetric Mannich reaction of aromatic aldehydes, aromatic amines and ketones catalyzed by porcine pancreatic α-amylase was investigated. The experimental method is: add aromatic aldehyde (0.5 mmol), aromatic amine (0.55 mmol), cyclohexanone (15 mmol) or heterocyclic ketone (0.75 mmol) or acetone (30 mmol), porcine pancreatic α-starch into the reaction flask Enzyme (100 mg), then water (0.25 ml) and 1,4-dioxane (1 ml) were added, and the temperature was controlled at 25°C and the reaction was stirred. The post-treatment method was the same as in Example 1. The results are shown in Table 7.
[0057] Table 7 Porcine pancreatic α-amylase catalyzes the asymmetric Mannich reaction of aromatic aldehydes, aromatic amines and ketones
[0058]
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