Related Products of 1005-56-7,Some common heterocyclic compound, 1005-56-7, name is O-Phenyl carbonochloridothioate, molecular formula is C7H5ClOS, 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.
In a 30 ml eggplant type flask,Methyl alpha-L-rhamnopyranoside178.2 mg (1.0 mmol),Dioctyldichlorotin41.6 mg (0.10 mmol),Tetrabutylammonium iodide36.9 mg (0.10 mmol),Tetrahydrofuran10 ml was added,Followed by stirring.thisTo the mixed solution, phenyl 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 ammonium chloride aqueous solution (20 ml)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 residuePurification by silica gel chromatography(Developing solvent n – hexane: ethyl acetate = 5: 1), 299.2 mg (yield 95%) of methyl 3 – O – phenoxythiocarbonyl -alpha- L – rhamnopyranoside was obtained. The hydroxyl groups other than the 3-position are monophenoxythiocarbonylatedThe selectivity of methyl 3-O-phenoxythiocarbonyl-alpha-L-rhamnopyranoside was 100% because alpha-L-rhamnopyranoside was not obtained.
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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