The synthetic route of 57561-39-4 has been constantly updated, and we look forward to future research findings.
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. 57561-39-4, name is tert-Butyl (2-hydroxyethyl)(methyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: amides-buliding-blocks
Example 6 tert-Butyl (‘2-(7-r2-r4-cvanophenoxy>>ethyll-9-oxa-3.7-diazabicvclo[3.3.11non-3- yl } ethyDmethylcarbamateOxalyl chloride (0.544 g, 0.4 mrnol) was added at -78C to a solution of DMSO (0.7 g, 0.9 mmol) in dry dichloromethane (10 mL). The resulting mixture was EPO stirred for 15 min before tert-butyl (2-hydroxyethyl)methylcarbamate (0.5 g,0.3 mmol; prepared by reaction of 2-methylaminoethanol with di-tert-butyl dicarbonate under standard conditions, using DCM as solvent), dissolved in dry dichloromethane, was added dropwise at -78C. Stirring was continued for 3 h at the same temperature, before triethylamine was added (at -78C) and the reaction mixture was warmed to -3O0C. The reaction was quenched with citric acid solution and extracted with dichloromethane. The organic layer was washed with brine and dried over sodium sulfate. Solvent evaporation yielded (0.35 g) of crude aldehyde (tert-butyl (2-oxoethyl)methylcarbamate). The crude aldehyde was then taken in DCM (10 mL). 4-[2-(9-Oxa-3,7- diazabicyclo[3.3.1]non-3-yl)ethoxy]benzonitrile (0.221 g, 0.8 mmol; see WO 01/28992), followed by acetic acid (0.182 g, 0.3 mmol), was added. After stirring for 1 h, NaBH3CN (0.188 g, 0.3 mmol) was added. The reaction mixture was stirred at RT overnight, quenched with water and extracted with dichloromethane. The organic layer was washed with water and brine and dried over sodium sulfate. Solvent evaporation under reduced pressure, followed by purification by column chromatography over silica gel using 2.5% methanol in dichloromethane as eluent, yielded 80 mg of the title compound as a pale yellow, gummy liquid. 1H NMR (300 MHz, CDCl3): delta 7.58 (2H, dd), 7.00 (2H5 dd), 4.33 (2H, t) 4.20 (2H, bs), 3.79 (2H, b), 3.58 (2H, m), 3.35 (2H, d), 3.23 (2H, d), 3.1 (6H, m), 2.92 (3H5 s), 1.41(9H, s).
The synthetic route of 57561-39-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ASTRAZENECA AB; WO2006/135316; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics