Sources of common compounds:

Electric Literature of 55666-43-8,Some common heterocyclic compound, 55666-43-8, name is tert-Butyl 3-bromopropanoate, molecular formula is C7H13BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A solution of 5-bromo-2-(phenylcarbonyl)-1 ,2-dihydro-1 -isoquinolinecarbonitrile (D10; 70 g, 206 mmol) and 1 , 1 -dimethylethyl 3-bromopropanoate (Aldrich; 37.9 ml, 227 mmol) in dry, degassed DMF (250ml) was added dropwise over 40 mins to a suspension of sodium hydride (60%; 24.76 g, 619 mmol) in dry, degassed DMF (750ml) at -10 0C under nitrogen. The mixture was stirred at -10 0C for 10 mins, then allowed to warm to room temp over 3h. Water (1500ml) was cautiously added and the mixture extracted with ethyl acetate (3x500ml). The combined organic extracts were washed with brine (5x500ml) and dried (MgSO4). The solvent was evaporated to give a brown oil. The crude intermediate was dissolved in THF (700ml) and lithium hydroxide (24.71 g, 1032 mmol) in water (100 ml) (note: not all soluble) was added. The mixture was vigorously stirred for 3Oh, then stored in the fridge over the weekend. The mixture was partitioned between water (700ml) and ethyl acetate (3x500ml) and the combined organic extracts washed with brine (2x500ml) and dried (MgSO4). The solvent was evaporated and the residue was purified by chromatography on silica eluting with 5-15% ethyl acetate in isohexane gave the title compound (48.2g) MS (ES) Ci6H18BrNO2 requires 336; found 336/338 [M+H]+.

The synthetic route of 55666-43-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/133136; (2009); A1;,
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