Analyzing the synthesis route of 135908-33-7

Application of 135908-33-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 135908-33-7 name is Methyl 4-aminobicyclo[2.2.2]octane-1-carboxylate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Application of 135908-33-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 135908-33-7 name is Methyl 4-aminobicyclo[2.2.2]octane-1-carboxylate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A mixture containing methyl 4-aminobicyclo[2.2.2]octane-l-carboxylate (298mg, 1.63 mmol), 4′-tert-butylbiphenyl-2-carboxylic acid (414 mg, 1.63 mmol), DMAP (227 mg, 1.86 mmol) and EDC HCl (470 mg, 2.45 mmol) in CH2Cl2 (5 mL) was stirred at room temperature for 18 h. The reaction mixture was concentrated under reduced pressure and the resulting residue was purified by chromatography (elution = 16:1 petrolueum ether/EtOAc) to afford methyl 4-(4′-fcrt-butylbiphenyl-2- ylcarboxamido)bicyclo[2.2.2]octane-l -carboxylate as an off-white solid (186 mg, yield: 27%). 1H NMR (400 MHz, CDCl3): delta 7.74 (IH, d, J= 6.4 Hz), 7.48-7.39 (4H, m), 7.35- 7.31 (3H, m), 4.77 (IH, s), 3.62 (3H, s), 1.79-1.75 (6H, m), 1.62-1.58 (6H, m), 1.36 (9H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-aminobicyclo[2.2.2]octane-1-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; WO2008/100423; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics