New learning discoveries about 85275-45-2

85275-45-2 tert-Butyl 3-hydroxypiperidine-1-carboxylate 545699, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85275-45-2,tert-Butyl 3-hydroxypiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

85275-45-2, A mixture of compound 74-1 (0.75 g, 3.73 mmol, 1.00 eq), 4- methylbenzenesulfonyl chloride (0.74 g, 3.91 mmol, 1.05 eq) and TEA (0.75 g, 7.45 mmol, 1.03 mL, 2.0 eq) in DCM (20 mL) was stirred at 0C for 5 min under N2. Then DMAP (45.5 mg, 0.37 mmol, 0.1 eq) was added, and the mixture was stirred at 0C. The mixture was stirred at 15 C for 16 h. Reaction was monitored by LCMS and TLC. 373 mg of 4-methylbenzenesulfonyl chloride and TEA (0.5 mL) were added, and then the mixture was stirred at 15 C for 2 h. The mixture was stirred at 25 C for 20 h.. The reaction mixture was quenched by water (10 mL) and brine (20 mL), and then extracted with DCM (10 mL *3). The combined organic layer was dried over anhydrous Na2SC>4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by flash silica gel chromatography to give the compound 74-2 (841 mg, 2.37 mmol, 63.5% yield) as a colorless oil, which solidified upon standing. 1HNMR (400 MHz, CDCI3) delta 1.39 – 1.51 (m, 10 H), 1.65 – 1.99 (m, 3 H), 2.45 (s, 3 H), 3.28 (s, 1 H), 3.33 – 3.48 (m, 2 H), 3.56 (d, J= 12.05 Hz, 1 H), 4.46 (s, 1 H), 7.35 (d, J= 8.28 Hz, 2 H), 7.81 (d, J= 8.28 Hz, 2 H).

85275-45-2 tert-Butyl 3-hydroxypiperidine-1-carboxylate 545699, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (294 pag.)WO2019/40380; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 85275-45-2

85275-45-2, 85275-45-2 tert-Butyl 3-hydroxypiperidine-1-carboxylate 545699, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85275-45-2,tert-Butyl 3-hydroxypiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step 4. Preparation of tert-butyl 3-(tosyloxy)piperidine-1-carboxylate: To a solution of tert-butyl 3-hydroxypiperidine-1-carboxylate (1.05 g, 5.0 mmol) in pyridine (8 mL) is added TsCl (1.425 g, 7.5 mmol). The mixture is stirred at RT under N2 for two days. The mixture is concentrated and partitioned between 100 mL of EA and 100 mL of HCl (1 N) aqueous solution. The organic layer is separated from aqueous layer, washed with saturated NaHCO3 aqueous solution (100 mL ¡Á 2), brine (100 mL ¡Á 3) and dried over Na2SO4. The organic layer is concentrated to afford 1.1 g (60%) of tert-butyl 3-(tosyloxy)piperidine-1- carboxylate as a colorless oil.

85275-45-2, 85275-45-2 tert-Butyl 3-hydroxypiperidine-1-carboxylate 545699, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; ACERTA PHARMA B.V.; HAMDY, Ahmed; ROTHBAUM, Wayne; IZUMI, Raquel; LANNUTTI, Brian; COVEY, Todd; ULRICH, Roger; JOHNSON, Dave; BARF, Tjeerd; KAPTEIN, Allard; (732 pag.)WO2016/24230; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 85275-45-2

As the paragraph descriping shows that 85275-45-2 is playing an increasingly important role.

85275-45-2, tert-Butyl 3-hydroxypiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The solution of N-Boc-3-hydroxypiperidine (2.1 g, 10 mmol, 1.0 eq) and DIPEA (2.1 mL, 15 mmol, 1.5 eq) in 20 mL DCM was stirred. To the solution was slowly added dropwise methanesulfonyl chloride (1.0 mL, 13 mmol, 1.3 eq) after cooling to 0 C., and mixture was allowed to raise to room temperature. Then the reaction mixture was washed successively with a 1 M HCl solution, saturated aqueous sodium bicarbonate solution, saturated aqueous sodium chloride solution and water. The obtained DCM layer was dried over anhydrous magnesium sulfate, filtered and evaporated to dryness to give the product as a yellow solid (2.65 g, 95.1% yield). MS m/z (ESI): 280.1 [M+H]., 85275-45-2

As the paragraph descriping shows that 85275-45-2 is playing an increasingly important role.

Reference£º
Patent; Si Chuan University; Yang, Shengyong; Wei, Yuquan; (168 pag.)US2017/305920; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem