Category: 768-66-1

768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Under nitrogen, 0.62 ml (3.7 mmol) 2,2,6,6-tetramethylpiperidine was added to 20 ml anhydrous THF (-78 C.). n-Buli 1.3 ml (2.5 M, 3.33 mmol) was added and the reaction mixture was stirred for 30 minutes. Compound 91 (0.83 g, 2.16 mmol), dissolved in 10 ml THF was added and the mixture was stirred for 30 minutes., 768-66-1

As the paragraph descriping shows that 768-66-1 is playing an increasingly important role.

Reference：
Patent; STOIT, Axel; Coolen, Hein K.A.C.; Van Der Neut, Martina A. W.; Kruse, Cornelis G.; US2008/9514; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

768-66-1, General procedure: To an oven-dried round-bottom flask with a stir bar were charged with a solution of secondary amines 2 (1.5 mmol) in 1 mLdry THF at room temperature under an argon atmosphere. To thissolution was slowly added 1.2 mL nBuLi (2.5 mol/L in n-hexane,3.0 mmol) via syringe. After stirring at 25 C for 10 min, a solution of fluoroarene 1 (1.0 mmol) in 1mL dry THF was added to the reaction flask. The reaction mixture was stirred for 0.5 h at 25 C, and then quenched with 2 mL saturated aqueous solution of NaCl and extracted with H2O (20 mL) and ethyl acetate (3 20 mL). The organic layer was separated and dried with anhydrous Na2SO4, filtered, and evaporated under vacuum. The crude product was purified by column chromatography on silica gel using a petroleum ether/ethyl acetate mixture as eluent to afford the pure target compounds.

768-66-1 2,2,6,6-Tetramethylpiperidine 13035, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Lin, Yingyin; Li, Meng; Ji, Xinfei; Wu, Jingjing; Cao, Song; Tetrahedron; vol. 73; 11; (2017); p. 1466 – 1472;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.,768-66-1

[REFERENCE EXAMPLE]The procedures for synthesizing 2-(2,2,6,6-tetramethylpiperidinylmethyl)phenylboronic acid used as a catalyst (hereinafter, written as the catalyst C) will be described below. This compound is a known compound. [0023] First, a flask was loaded with 2-bromobenzyl bromide (10 mmol), potassium carbonate (22 mmol), potassium iodide (11 mmol), 3-pentanone (20 mL) and 2,2,6,6-tetramethylpiperidine (22 mmol). The mixture was heated under reflux for 2 days. After being allowed to cool to room temperature, the mixture was filtered to remove the insolubles. The filtrate was washed with water 2 times, and the aqueous phases were each extracted with chloroform. The organic phases were combined together, dried with sodium sulfate, and concentrated under reduced pressure. The resultant crude product was purified by column chromatography (NH silica gel, hexane), thereby obtaining the target amine compound, namely, 1-bromo-2-(2,2,6,6-tetramethylpiperidinylmethyl)benzene in 92% yield.

768-66-1 2,2,6,6-Tetramethylpiperidine 13035, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; National University Corporation Nagoya University; ISHIHARA, Kazuaki; SAKAKURA, Akira; EP2816026; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

20 g of 2,2,6,6-tetramethylpiperidine are mixed with 40.7 g, 1.1 eq, of 15% sodium hydroxide solution and cooled to 5 to 10C. Over a period of 1.5 hours, 10.8 g, 1.1 eq. of chlorine gas are introduced, then nitrogen gas is used to drive out the excess chlorine and the mixture is warmed to room temperature (RT). After separating the phases, washing the aqueous phase with 25 ml of dichloromethane, drying the combined organic phases with magnesium sulphate and distilling off the dichloromethane in vacuo, 24.2 g, 99%), of l-chloro-2,2,6,6-tetramethylpiperidine are obtained., 768-66-1

768-66-1 2,2,6,6-Tetramethylpiperidine 13035, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; BAYER INTELLECTUAL PROPERTY GMBH; FORD, Mark James; WO2013/120874; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1,768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 35 (31.7 g, 127 mmol) and THF (200 mL) were loaded into a three-necked flask, and then the mixture was cooled to -78C. A lithium 2,2,6,6-tetramethylpiperidine solution prepared in advance from a 1.55-M solution of n-BuLi in hexane (82 mL, 127 mmol), 2,2,6,6-tetramethylpiperidine (17.9 g, 127 mmol), and THF (50 mL) was added to the mixture, and then the whole was stirred at -78C under an Ar atmosphere for 2 hours. After that, triisopropyl borate (71.6 g, 381 mmol) was added to the resultant, and then the mixture was stirred at -78C for 2 hours. After that, the temperature of the mixture was slowly returned to roomtemperature, and then the mixture was left to stand overnight. After the completion of the reaction, methanol (50 mL) was added to deactivate the resultant, and then the mixture was concentrated so that its volume might be reduced by about half. CH2Cl2 (200 mL) and 2N HCl (120 mL) were added to the resultant, and then the mixture was stirred at room temperature for 2 hours. The resultant sample was transferred to a separating funnel and extracted with CH2Cl2. The solution was dried with MgSO4, and was then purified by silica gel column chromatography. The purified product was concentrated to dryness, and then the solid was subjected to dispersion washing with toluene. Thus, a white solid was obtained in an amount of 27.5 g in 74% yield.

As the paragraph descriping shows that 768-66-1 is playing an increasingly important role.

Reference：
Patent; Idemitsu Kosan Co., Ltd.; EP2301926; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

Starting from commercially available pyrrole-2-carbaldehyde 1, synthesis of L- Ala- [5- (HOCH2)-2-boroPro] (I) was achieved via nine steps in an overall yield of 17%. First, pyrrole-2-carbaldehyde 1 was deprotonated with sodium hydride in tetrahydrofuran and then reacted with di-tert-butyl dicarbonate to give N-Boc-pyrrole-2-carbaldehyde 2 (see Tietze, et al. Synthesis of N-protected 2-hydroxymethylpyrroles and transformation into acyclic oligomers. Synthesis (1996), 7: 851-857). Reduction of the carbaldehyde 2 with lithium borohydride at-10C yielded the hydroxymethyl compound 3. The hydroxylmethyl group of compound 3 was then protected with a tetrahydropyranyl group to form the THP ether 4. Total yield of the first three steps was 78%, with purification by silica gel flash chromatography at each step. The protected pyrrole was deprotonated with LiTMP (generated from n-butyl lithium and tetramethylpiperidine in THF at-78C) (see Kelly, et al. The efficient synthesis and simple resolution of a prolineboronate ester suitable for enzyme-inhibition studies. Tetrahedron (1993), 49 (5): 1009-16) and quenched with trimethyl borate, then HC1 was added to hydrolyze the dimethyl boronate to give the boronic acid 5. Without further purification, compound 5 was hydrogenated over 5% Pt/C in ethyl acetate to afford pyrrolidine-2-boronic acid 6. Crude 6 was stirred with 1. 05eq. (+) -pinanediol in ether at room temperature and then purified by silica gel flash chromatography to yield the protected 5-hydroxymethylboroPro pinanediol ester 7 in 60% yield over these three steps. Removal of the tert-butoxycarbonyl (Boc) group with 4 N HC1 in dioxane gave intermediate compound 8 in a yield of 94%. Compound 8 was coupled with N-Boc-L-Ala-OH in the presence of HATU and DIPEA, then the Boc and pinane protecting groups were deprotected with BC13 to give the target dipeptide boronate I in a 38% yield over the last two steps., 768-66-1

As the paragraph descriping shows that 768-66-1 is playing an increasingly important role.

Reference：
Patent; TRUSTEES OF TUFTS COLLEGE; WO2005/82348; (2005); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem