Simple exploration of 14691-88-4

14691-88-4, 14691-88-4 4-Amino-2,2,6,6-tetramethylpiperidine 1-Oxyl 550942, 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.14691-88-4,4-Amino-2,2,6,6-tetramethylpiperidine 1-Oxyl,as a common compound, the synthetic route is as follows.

To a solution of 6-Hydroxy-2,5,7,8-tetramethylchromane-2-carboxylic acid (2.50 g, 10 mmol), 4-amino-2,2,6,6-tetramethylpiperidine-1-oxyl (1.71 g, 10 mmol) and 4-4-Dimethylaminopyridine (DMAP) (0.6 g, 5 mmol) in CH2Cl2 (50 mL) at 0-5¡ã C., EDAC (2.14 g, 11 mmol) in dichloromethane (50 mL) was added dropwise. After the addition was complete, the mixture was stirred at room temperature overnight. The reaction mixture was washed with water (2*50 mL), 1N HCl (20 mL) and saturated Na2CO3 (20 mL) and dried over MgSO4. After MgSO4 was filtered off, the solvent was removed in vacuum to give a solid. The solid was purified by column chromatography (silica gel, EtOAc/Hexane 1:10). The product, 3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-N-(1-nitroxy-2,2,6,6-tetramethylpiperidin-4-yl)-2H-chromene-2-carboxamide, was an orange solid (2.61 g). The yield was 64.7percent. Used as is in the next step.

14691-88-4, 14691-88-4 4-Amino-2,2,6,6-tetramethylpiperidine 1-Oxyl 550942, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; Patil, Ghanshyam; Mousa, Shaker A.; US2008/200405; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 14691-88-4

14691-88-4, As the paragraph descriping shows that 14691-88-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14691-88-4,4-Amino-2,2,6,6-tetramethylpiperidine 1-Oxyl,as a common compound, the synthetic route is as follows.

To a solution of 3,5-t-butyl-4-hydroxyl benzoic acid (2.50 g, 10 mmol), 4-amino-TEMPO (1.55 g, 9.1 mmol) and DMAP (0.5 g, 4 mmol) in CH2Cl2 (50 mL) At 0-5¡ã C., DCC (2.30 g, 1 mmol) in dichloromethane (50 mL) was added dropwise. After addition is complete, the mixture was stirred at room temperature overnight. The reaction mixture was filtered and the filtrate was washed with 1N HCl (20 mL) and dried over MgSO4. After MgSO4 was filtered off, the solvent was removed in vacuum to give a solid The solid was purified by column chromatography (silica gel, EtOAc/Hexane). The product is an orange solid (1.3 g). The yield was 35percent.

14691-88-4, As the paragraph descriping shows that 14691-88-4 is playing an increasingly important role.

Reference£º
Patent; Patil, Ghanshyam; Mousa, Shaker A.; US2008/200405; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 14691-88-4

As the paragraph descriping shows that 14691-88-4 is playing an increasingly important role.

14691-88-4, 4-Amino-2,2,6,6-tetramethylpiperidine 1-Oxyl is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of this acid (110 mg, 0.296 mmol, crude) in dry DCM (3.5 mL) at 0 C. were added successively a solution of 4-amino-TEMPO (78.4 mg, 0.444 mmol) in dry DCM (0.5 mL), DMAP (40.2 mg, 0.326 mmol), HOBt.H2O (44.0 mg, 0.326 mmol) and EDCI (69.5 mg, 0.355 mmol). The resulting orange solution was stirred at room temperature under argon for 13 h, and then washed with sat. NH4Cl. The aqueous phase was separated and extracted once with DCM, and the combined organic layers were dried (Na2SO4), filtered and concentrated in vacuo. Flash chromatography (SiO2, EtOAc to 97:3, EtOAc/MeOH) afforded 91.2 mg (59%) of the title compound as an orange oil which solidified very slowly upon high vacuum. mp 168.0-168.8 C. (softening point: -75 C.); [alpha]D23 -14.1 (c 0.5, DCM); EIMS m/z 525 ([M+H]+, 10), 371 (27), 218 (28), 201 (74), 124 (100), 91 (35), 84 (26); HRMS (EI) n/z calcd for C30H43N3O3P 524.3042, found 524.3040., 14691-88-4

As the paragraph descriping shows that 14691-88-4 is playing an increasingly important role.

Reference£º
Patent; University of Pittsburgh – Of the Commonwealth System of Higher Education; Epperly, Michael W.; Gao, Xiang; Greenberger, Joel S.; Li, Song; Wipf, Peter; (63 pag.)US2019/210969; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem