Electric Literature of 109838-85-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.
(2S,5R)-2-((2,3-Dihydrobenzo[b][l,4]dioxin-6-yl)methyl)-5-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine. n-BuLi (57 mL, 142 mmol, Aldrich) was added dropwise to a solution of (R)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine (24 g, 132 mmol) in THF (200 mL) at -78 0C under N2, and the mixture was stirred at the same temperature for 40 minutes. A solution of 6-(bromomethyl)-2,3- dihydrobenzo[b][l,4]dioxine (27 g, 118 mmol) in THF (160 mL) was added dropwise, and the resulting mixture was stirred at -78 0C for an additional 2 hours. The reaction was quenched by addition of saturated aqueous NH4Cl (200 mL). The THF was then removed under reduced pressure, and the resulting mixture was partitioned between EtOAc (300 mL) and H2O (300 mL). The organic layer was separated, washed with brine (300 mL), dried (Na2SO4), filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with petroleum ether/EtOAc (100: 1 to 30: 1) to afford (2S,5R)-2-((2,3-dihydrobenzo[b][l,4]dioxin-6-yl)methyl)-5-isopropyl-3,6- dimethoxy-2,5-dihydropyrazine (34 g, 73 percent). LCMS (API-ES) m/z 333.2 (M+H+).
The synthetic route of (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine has been constantly updated, and we look forward to future research findings.
Reference:
Patent; AMGEN INC.; ZENG, Qingping; YUAN, Chester Chenguang; YAO, Guomin; WANG, Xianghong; TADESSE, Seifu; ST. JEAN, JR., David J.; REICHELT, Andreas; LIU, Qingyian; HONG, Fang-Tsao; HAN, Nianhe; FOTSCH, Christopher H.; DAVIS, Carl D.; BOURBEAU, Matthew P.; ASHTON, Kate S.; ALLEN, John G.; WO2010/83246; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem