Some tips on O-Phenyl carbonochloridothioate

According to the analysis of related databases, 1005-56-7, the application of this compound in the production field has become more and more popular.

Application of 1005-56-7, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1005-56-7 as follows.

In a 30 ml eggplant type flask, 194.2 mg (1.0 mmol) of methyl beta-D-glucopyranoside, 22.0 mg (0.10 mmol) of dimethyldichlorotin, 36.9 mg (0.10 mmol) of tetrabutylammonium iodide,Tetrahydrofuran (10 ml) was added and stirred. To this mixed solution, 0.175 ml (1.3 mmol) of phenyl chlorothionoformate was added, then 0.271 ml (1.5 mmol) of 1,2,2,6,6-pentamethylpiperidine was added and the mixture was stirred at 20 C. for 6 hours And reacted. After completion of the reaction, 20 ml of a saturated aqueous solution of ammonium chloride was added to the reaction solution, and extraction operation was carried out three times with 20 ml of ethyl acetate. The organic phase (ethyl acetate phase) was washed with 20 ml of water and 20 ml of an aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, filtered, and the solvent (ethyl acetate) was distilled off under reduced pressure. The residue was purified by silica gel chromatography (developing solvent n-hexane: ethyl acetate = 5: 1) to obtain 331.05 mg (100% yield) of methyl 6-0-phenoxythiocarbonyl-? – D-glucopyranoside did. Since the beta-D-glucopyranoside in which the hydroxyl group other than the 6-position was phenoxythiocarbonylated could not be obtained, the selectivity of 6-O-phenoxythiocarbonyl-beta-D-glucopyranoside was 100%.

According to the analysis of related databases, 1005-56-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nagasaki University; Tokuyama Corporation; Onomura, Osamu; Muramatsu, Wataru; Tanigawa, Tomoko; Iwasaki, shitetsu; (14 pag.)JP5669618; (2015); B2;,
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