Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1005-56-7, name is O-Phenyl carbonochloridothioate, A new synthetic method of this compound is introduced below., COA of Formula: C7H5ClOS
In a 30 ml eggplant type flask,Methyl alpha-L-fucopyranoside178.2 mg (1.0 mmol),Dioctyldichlorotin41.6 mg (0.10 mmol),Tetrabutylammonium iodide110.7 mg (0.30 mmol),Tetrahydrofuran10 ml was added,Followed by stirring.To this mixed solutionPhenyl chlorothionoformate0.175 ml (1.3 mmol) was added,Then,1,2,2,6,6-pentamethylpiperidine0.271 ml (1.5 mmol) was added,The reaction was carried out at 20 C. for 6 hours.After completion of the reaction,To the reaction solution was added saturated aqueous solution of ammonium chloride20 ml was added,The 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,After washing with 20 ml of an aqueous sodium chloride solution,It was dried over anhydrous magnesium sulfate,After filtration,The solvent (ethyl acetate) was distilled off under reduced pressure.The residueBy silica gel chromatographyAs a result of purification (developing solvent n-hexane: ethyl acetate = 5: 1)Methyl 3-O-phenoxythiocarbonyl-alpha-L-fucopyranosideWas obtained at 283.8 mg (yield 90%).Since the alpha-L-fucopyranoside in which the hydroxyl group other than the 3-position was monophenoxythiocarbonylated could not be obtained, the selectivity of methyl 3-O-phenoxythiocarbonyl-alpha-L-D-fucopyranoside was 100%.
The synthetic route of 1005-56-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NAGASAKI UNIVERSITY; TOKUYAMA CORPORATION; ONOMURA, OSAMU; MURAMATSU, WATARU; IWASAKI, FUMIAKI; (32 pag.)JP5669643; (2015); B2;,
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