Application of 55489-58-2 ,Some common heterocyclic compound, 55489-58-2, molecular formula is C13H20O4, its 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.
tert-But l l-phenyl-2,5,8,ll-tetraoxatridecan-13-oate Potassium tert-butoxide (commercially available from for example Aldrich) (7.71 g, 69 mmol) was added to a stirred solution of 2-(2-(2-(benzyloxy)ethoxy)ethoxy)ethanol (commercially available from for example Fluorochem) (15 g, 62 mmol) in tert-butanol (200 mL) and the reaction mixture was stirred at room temperature for 2 h. The reaction mixture was cooled to 0C, tert-butyl 2- bromoacetate (commercially available from for example Aldrich) (17 mL, 112 mmol) was added, and the mixture was stirred at room temperature overnight. DCM (300 mL) was added ant the organic phase was washed with water (300 mL) and then brine (2 x 200 mL). The organic extract was dried using a hydrophobic frit and concentrated under reduced pressure to give the crude product as a yellow oil. The product was purified by chromatography on silica using a gradient elution from 0% to 100% methyl tert-butyl ether in cyclohexane to afford the title compound (13.3 g, 38 mmol, 60% yield). LCMS RT= 1.10 min, ES+ve m/z 372.4 [M+NH4]+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55489-58-2, its application will become more common.
Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CAMPOS, Sebastien, Andre; HARLING, John, David; MIAH, Afjal, Hussain; SMITH, Ian, Edward, David; WO2015/867; (2015); A1;,
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