According to the analysis of related databases, 50595-15-8, the application of this compound in the production field has become more and more popular.
Electric Literature of 50595-15-8, Adding some certain compound to certain chemical reactions, such as: 50595-15-8, name is tert-Butyl 2-hydroxyacetate,molecular formula is C6H12O3, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 50595-15-8.
To a 20 mL reaction vial with magnetic stir bar was massed 4- chlorosulfonylbenzoyl chloride (See procedure above; SI-3, limiting reagent, 0.501 g, 2.10 mmol), and the vial was capped with a septum and positive pressure nitrogen line. Through the septum was added tetrahydrofuran (20 mL/g, 10 mL), and the vial was cooled in a dry ice/acetone bath. Upon equilibrating to temperature, triethylamine (2.0 eq, 0.58 mL, 4.2 mmol) was added in one portion, followed by 3-azidopropan-1-ol (1.0 eq, 0.219 grams, 0.20 mL, 2.09 mmol). The vial was allowed to react in the cooling bath. After one hour, complete conversion was observed (reaction progress monitored by HPLC), and tert-butyl glycolate (1.5 eq, 0.415 g, 3.14 mmol), and the cooling bath was removed and the vial was allowed to warm to room temperature. After one hour, conversion was observed to be 24percent, and the reaction was allowed to stir overnight at room temperature to reach completion. The crude reaction was diluted in ethyl acetate (40 mL/g, 20 mL), washed twice with water (20 mL/g each, 10 mL each), and finally brine (10 mL/g, 5 mL). The rich organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo. The oil thus obtained was purified by column chromatography (silica, heptane/ethyl acetate). SI-5 was obtained after concentration as a solid with a yield of 63percent (526 mg). The structure was confirmed with HSQC and HMBC spectroscopy; correlation was observed between the azidopropyl methylene and the carboxylate carbon, confirming connectivity. SI-5: 1H NMR (500 MHz, CDCl3) delta 8.22 (d, J = 7.9 Hz, 2H), 8.04 (d, J = 8.2 Hz, 2H), 4.55 (s, 2H), 4.48 (t, J = 6.1 Hz, 2H), 3.50 (t, J = 6.4 Hz, 2H), 2.08 (quintet, J = 6.3 Hz, 2H), 1.43 (s, 9H) ppm; 13C NMR (126 MHz, CDCl3) delta 164.7, 164.6, 140.0, 134.9, 130.3, 128.1, 83.6, 65.5, 62.8, 48.2, 28.1, 27.9 ppm; HRMS (ESI-TOF): calc?d for
According to the analysis of related databases, 50595-15-8, the application of this compound in the production field has become more and more popular.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CREECH, Gardner, S.; KHEIRABADI, Mahboubeh; EASTGATE, Martin, D.; NIRSCHL, David, S.; CARTER, Percy, H.; (82 pag.)WO2018/227053; (2018); A1;,
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