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CAS No. : | 874638-80-9 | MDL No. : | MFCD17677380 |
Formula : | C20H17FO6 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | OUKYMZJNLWKCSO-JXXFODFXSA-N |
M.W : | 372.34 | Pubchem ID : | 42625091 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H332-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
58% | The 2-C-methyl-D- ribotide -1,4-lactone (0.32g, 2mmoL) suspended in 10 ml methylene chloride, under the condition of ice bath, dripping benzoyl chloride (0.46 ml, 4mmoL, 2eq). Is omitted, then slowly dripped into triethylamine (0.61 ml, 4 . 4mmoL, 2 . 2eq), at least 1 hour drop end, reaction sleepovers. Pyridine is added to the reaction system (0.18 ml, 2 . 2mmoL, 1 . 1eq), -40 ° C stirring, then slowly adding trifluoromethyl sulfonic anhydride (0.37 ml, 2 . 2mmoL, 1 . 1eq), after dripping, slowly to room temperature, is continuously stirred for 1 hour. Added to the reaction solution 1.5mLDMSO, stir at room temperature, TLC monitoring after the reaction is complete, concentrated reaction fluid to the surface of the small volume, added to the reaction system in acetonitrile (12 ml), triethylamine three hydrofluoric acid salt (0.49 ml, 3mmoL, 1.5eq) and triethylamine (1.40 ml, 10mmoL, 5eq), stirring under the conditions of ice, at this temperature into the sulfuryl fluoride gas. TLC monitoring after the reaction is complete, evaporate the solvent, by adding 20 ml of water, the room temperature is arranged to separate out reddish brown solid. Filtering, after drying, is obtained after beating with methanol 0.42g gray solid, yield 58percent. |