A class of alkoxyphenyl propylene glycol derivatives and uses
A technology of alkyl and compound, applied in a class of alkoxyphenyl propylene glycol derivatives and application fields, can solve the problems of side effects, difficult to control blood sugar of patients and the like
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[0028] The preparation of embodiment 1I-1
[0029]
[0030] Add 3.05g (10mmol) of compound II-1 into a 100mL dry round bottom flask, add a dry magnet and 30mL dry THF, and seal it with a rubber cork after purging with nitrogen. The flask was cooled to -78°C in liquid nitrogen-ethanol, and stirring was started. Slowly add 6.25mL (10mmol) of 1.6M n-BuLi n-hexane solution dropwise with a syringe. After the dropwise addition was complete, stirring was continued at this temperature for 1 hour. A solution of 1.44 g (10 mmol) of compound IV dissolved in 5 mL of dry THF was then added dropwise via syringe. After the dropwise addition, the reaction mixture was stirred at this temperature for 1 hour, then slowly warmed to room temperature, and stirred for 1 hour.
[0031] The reaction mixture was poured into 200mL ice water, stirred, extracted with 100mL×3 dichloromethane, the organic phases were combined, washed with saturated brine, and dried (Na 2 SO 4 ). After the desiccant...
Embodiment 2I-2
[0033] The preparation of embodiment 2I-2
[0034]
[0035] 3. Add 19g (10mmol) of compound II-2 into a 100mL dry round bottom flask, add a dry magnet and 30mL dry THF, and seal it with a rubber cork after purging with nitrogen. The flask was cooled to -78°C in liquid nitrogen-ethanol, and stirring was started. Slowly add 7.7mL (10mmol) of 1.3M sec-BuLi n-hexane solution dropwise with a syringe. After the dropwise addition was complete, stirring was continued at this temperature for 1 hour. A solution of 1.44 g (10 mmol) of compound IV dissolved in 5 mL of dry THF was then added dropwise via syringe. After the dropwise addition, the reaction mixture was stirred at this temperature for 1 hour, then slowly warmed to room temperature, and stirred for 1 hour.
[0036] The reaction mixture was poured into 200mL ice water, stirred, extracted with 100mL×3 dichloromethane, the organic phases were combined, washed with saturated brine, and dried (Na 2 SO 4 ). After the desicca...
Embodiment 5
[0048] The preparation of embodiment 5 reference compound D-1
[0049] In order to further illustrate the drug efficacy of the compound of the present invention, the present invention describes the compound D-1 which has not been published yet and is also designed by the applicant.
[0050]
[0051] Its preparation method is as follows:
[0052]
[0053] Add 2.76g (10mmol) of compound II-5 into a 100mL dry round bottom flask, add a dry magnet and 30mL dry THF, and seal it with a rubber cork after purging with nitrogen. The flask was cooled to -78°C in liquid nitrogen-ethanol, and stirring was started. Slowly add 7.7mL (10mmol) of 1.3M sec-BuLi n-hexane solution dropwise with a syringe. After the dropwise addition was complete, stirring was continued at this temperature for 1 hour. A solution of 1.44 g (10 mmol) of compound IV dissolved in 5 mL of dry THF was then added dropwise via syringe. After the dropwise addition, the reaction mixture was stirred at this tempera...
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