The important role of (2,4-Dimethoxyphenyl)methanamine

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20781-20-8, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows.

( 2R,6R, 1 lR)-tert-butyl 8-(( 2,4-dimethoxybenzyl)carbamoyl)-6, 11 -dimethyl-1, 2,5,6- tetrahydro-2, 6-methanobenzo[d]azocine-3( 4H)-carboxylate Chemical Formula: C 38N205 Exact Mass: 494.28 Molecular Weight: 494.62 To a solution of (2R,6R,1 lR)-tert-butyl 6,11 -dimethyl- 8- (((trifluoromethyl)sulfonyl)oxy)-l,2,5,6-tetrahydro-2,6-methanobenzo[d]azocine- 3(4H)-carboxylate (5.32 g, 11.8 mmol) in degassed dimethyl sulfone (50 mL), was added N-hydroxysuccinimide (2.73 g, 23.7 mmol), palladium acetate (265 mg, 1.18 mmol), triethylamine (3.3 mL, 23.7 mmol) and 4,5-bis(diphenylphosphino)-9,9- dimethylxanthene (683 mg, 1.18 mmol). The reaction mixture was heated with carbon monoxide (latm) at 70C overnight. The reaction mixture was cooled to ambient temperature and 2,4-dimethoxybenzylamine (2.17 mg, 13.0 mmol) added. The mixture was stirred for 2 hours diluted with ethyl acetate (800 mL), and filtered through celite. The organic solution was washed twice with water (800 mL), brine (300 mL), and dried (MgS04). Filtration and removal of the solvent under reduced pressure gave crude material that was purified by silica chromatography (EtOAc(l):heptanes(l)) to give (2R,6R,llR)-tert-butyl 8-((2,4- dimethoxybenzyl)carbamoyl)-6, 11 -dimethyl- 1 ,2,5,6-tetrahydro-2,6- methanobenzo[d]azocine-3(4H)-carboxylate (4.0 g, 68% yield); LC/MS(M+H)+ = 495.3.

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Reference:
Patent; ALKERMES PHARMA IRELAND LIMITED; BLUMBERG, Laura, Cook; DEAVER, Dan; EYERMAN, David; WO2014/190270; (2014); A1;,
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