Method for synthesizing chiral ilaprazole
A synthetic method and chiral technology, which is applied in the field of new process route of optically active ilaprazole, can solve the problem that ilaprazole has no chiral compound, and achieve the effect of novel process, fewer steps and mild reaction conditions
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Embodiment 1
[0022] 1. Synthesis of chiral ilaprazole
[0023] Take a 100 mL three-necked flask and add sulfide (10 mmol), biguanide salt phase transfer catalyst A (0.1 mmol) and isopropyl ether (40 mL) to it in sequence under the protection of nitrogen. Then sodium tungstate (0.2 mmol) was added, followed by aqueous peroxyacetic acid (12 mmol). After reacting at 0°C for 8 hours, it was quenched with sodium sulfite aqueous solution and separated. The organic phase is desolventized, and then recrystallized with ethanol to obtain white crystals with a total yield of 90%, an ee value of 99%, and levorotatory.
[0024] The structure and product structure of catalyst A are as follows:
[0025]
Embodiment 2
[0027] 1. Synthesis of chiral ilaprazole
[0028] Take a 100 mL three-necked flask and add sulfide (10 mmol), biguanide salt phase transfer catalyst B (0.1 mmol) and isopropyl ether (40 mL) to it in sequence under the protection of nitrogen. Then sodium molybdate (0.2 mmol) was added, followed by aqueous hydrogen peroxide solution (12 mmol). After reacting at 0°C for 8 hours, it was quenched with sodium sulfite aqueous solution and separated. The organic phase was desolventized, and then recrystallized with ethanol to obtain white crystals with a total yield of 90%, an ee value of 99%, and dextrorotation.
[0029] The structure of catalyst A is as follows:
[0030]
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