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Chemical Structure| 157123-02-9

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Product Details of [ 157123-02-9 ]

CAS No. :157123-02-9
Formula : C6H5F3O5S
M.W : 246.16
SMILES Code : O=S(C(F)(F)F)(OC1=C(C)C(OC1)=O)=O

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Application In Synthesis of [ 157123-02-9 ]

* 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.

  • Downstream synthetic route of [ 157123-02-9 ]

[ 157123-02-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 516-09-6 ]
  • [ 358-23-6 ]
  • [ 157123-02-9 ]
YieldReaction ConditionsOperation in experiment
With 2,6-dimethylpyridine; In dichloromethane; at -78 - 20℃; for 1.5h; To the solution of 4- hydroxy-3-methylfuran-2(5H)-one (400 mg, 3.51 mmol) in dichloromethane (10 mL) at -78 C was added 2,6-lutidine (0.612 mL, 5.26 mmol) and triflic anhydride (0.711 mL, 4.21 mmol) dropwise. The reaction temperature was maintained at -78 C for 0.5 h before being warmed to rt for lh. The mixture was diluted with DCM (100 mL) and washed with 1 N hydrogen chloride (3 times 100 mL), then with diluted sodium bicarbonate solution, then dried over sodium sulfate, and concentrated to give 4-methyl-5-oxo-2,5-dihydrofuran-3-yl trifluoromethanesulfonate. LC/MS: (M+l)+: 247.0 .
With 2,6-dimethylpyridine; In dichloromethane; at -78 - 20℃; for 1.5h; To a solution of 4- hydroxy-3-methylfuran-2(5H)-one (400 mg, 3.51 mmol) in dichloromethane (10 mL) at -78 C was added 2,6-lutidine (0.612 mL, 5.26 mmol) and triflic anhydride (0.711 mL, 4.21 mmol) dropwise. The reaction temperature was maintained at -78 C for 0.5 h before being warmed to rt for lh. The mixture was diluted with DCM (100 mL) and washed with IN hydrogen chloride (3 times 100 mL), then with diluted sodium bicarbonate solution, then dried over sodium sulfate, and concentrated to give the title compound. LC/MS: (M+l)+: 247.0. I
With 2,6-dimethylpyridine; In dichloromethane; at -78 - 20℃; for 1.5h; Step C: 4-Methyl-5-oxo-2,5-dihvdrofuran-3-yl trifluoromethanesulfonate To a solution of <strong>[516-09-6]4-hydroxy-3-methylfuran-2(5H)-one</strong> (400 mg, 3.51 mmol) in DCM (10 mL) at - 78 C was added 2,6-lutidine (0.612 mL, 5.26 mmol) and trifluoromethanesulfonic anhydride (0.711 mL, 4.21 mmol) dropwise. The reaction mixture was stirred at -78 C for 0.5 h, and at rt for 1 h. The mixture was diluted with DCM (100 mL), washed with 1 N hydrogen chloride (3 x 100 mL) and saturated aqueous sodium bicarbonate, dried over sodium sulfate, and concentrated under reduced pressure to give the title compound. LCMS [M +1]+ = 247.0.
With 2,6-dimethylpyridine; In dichloromethane; at -78 - 20℃; for 1.5h; To a solution of 4-hydroxy-3-methylfuran-2(51])-one (400 mg, 3.51 mmol) in DCM (10 mL) at -78 C was added 2,6-lutidine (0.6 12 mL, 5.26 mmol) and trifluoromethanesulfonicanhydride (0.7 11 mL, 4.21 mmol) dropwise. The reaction mixture was stirred at -78 C for 0.5hr, and at rt for 1 hr. The mixture was diluted with DCM (100 mL), washed with 1 N hydrogenchloride (3 x 100 mL) and saturated aqueous sodium bicarbonate, dried over sodium sulfate, and concentrated under reduced pressure to give the title compound. LCMS [M +H] = 247.0.
With 2,6-dimethylpyridine; In dichloromethane; at -78 - 20℃; for 1.5h; To a solution of <strong>[516-09-6]4-hydroxy-3-methylfuran-2(5H)-one</strong> (400 mg, 3.51 mmol) in DCM (10 mL) at -78 C was added 2,6-lutidine (0.6 12 mL, 5.26 mmol) and trifluoromethanesulfonic anhydride (0.7 11 mL, 4.21 mmol) dropwise. The reaction mixture was stirred at -78 C for 0.5hr, and at rt for 1 hr. The mixture was diluted with DCM (100 mL), washed with 1 N hydrogen chloride (3 x 100 mL) and saturated aqueous sodium bicarbonate, dried over sodium sulfate, and concentrated under reduced pressure to give the title compound. LCMS [M +H] = 247.0.
With 2,6-dimethylpyridine; In dichloromethane; at -78 - 20℃; for 1.5h; INTERMEDIATE 31 4-methyl-5-oxo-2,5-dihvdrofuran-3-yl trifluoromethanesulfonate To a solution of <strong>[516-09-6]4-hydroxy-3-methylfuran-2(5H)-one</strong> (INTERMEDIATE 30; 400 mg, 3.51 mmol) in dichloromethane (10 mL) at -78 C was added 2,6-lutidine (0.612 mL, 5.26 mmol) and triflic anhydride (0.71 1 mL, 4.21 mmol) dropwise. The reaction temperature was maintained at - 78 C for 0.5 h before warmed to rt for lh. The mixture was diluted with DCM (100 mL), washed with 1 N hydrogen chloride (3 times 100 mL), diluted sodium bicarbonate solution, dried over sodium sulfate, and concentrated to give 4-methyl-5-oxo-2,5-dihydrofuran-3-yl trifluoromethanesulfonate.
With 2,6-dimethylpyridine; In dichloromethane; at -78 - 20℃; for 1.5h; 4-methyl-5-oxo-2,5-dihydrofuran-3-yl trifluoromethanesulfonate To a solution of <strong>[516-09-6]4-hydroxy-3-methylfuran-2(5H)-one</strong> (INTERMEDIATE 30; 400 mg, 3.51 mmol) in dichloromethane (10 mL) at -78 C was added 2,6-lutidine (0.612 mL, 5.26 mmol) and triflic anhydride (0.71 1 mL, 4.21 mmol) dropwise. The reaction temperature was maintained at - 78 C for 0.5 h before warmed to rt for lh. The mixture was diluted with DCM (100 mL), washed with 1 N hydrogen chloride (3 times 100 mL), diluted sodium bicarbonate solution, dried over sodium sulfate, and concentrated to give 4-methyl-5-oxo-2,5-dihydrofuran-3-yl trifluoromethanesulfonate.
With 2,6-dimethylpyridine; In dichloromethane; at -78 - 20℃; for 1.5h; Step C: 4-Methyl-S -oxo-2. S -dihydrofuran-3 -yl trifluoromethanesulfonateTo a solution of 4-hydroxy-3 -methylfuran-2(SI])-one (400 mg, 3.51 mmol) in dichloromethane (10 mL) at -78 C were added 2,6-lutidine (0.612 mL, 5.26 mmol) and trifluoromethanesulfonic anhydride (0.7 11 mL, 4.21 mmol) dropwise. The reaction mixture was stirred at -78 C for 0.5 h,and at rt for 1 h. The mixture was diluted with dichloromethane, washed with 1 N hydrogen chloride three times and saturated sodium bicarbonate solution, dried over sodium sulfate, and concentrated under reduced pressure to give the title compound. LCMS [M +1] = 247.0.
With 2,6-dimethylpyridine; In dichloromethane; at -78 - 20℃; for 1.5h; To a solution of <strong>[516-09-6]4-hydroxy-3-methylfuran-2(5H)-one</strong> (400 mg, 3.51 mmol) in dichloromethane (10 mL) at -78 C were added 2,6-lutidine (0.612 mL, 5.26 mmol) and trifluoromethanesulfonic anhydride (0.71 1 mL, 4.21 mmol) dropwise. The reaction mixture was stirred at -78 C for 0.5 h, and at rt for 1 h. The mixture was diluted with dichloromethane, washed with 1 N hydrogen chloride three times and saturated sodium bicarbonate solution, dried over sodium sulfate, and concentrated under reduced pressure to give the title compound. LCMS [M +1]+ = 247.0.
With 2,6-dimethylpyridine; In dichloromethane; at -78 - 20℃; for 1.5h; 4-methyl-5-oxo-2,5-dihydrofuran-3-yl trifluoromethanesulfonate: To a solution of 4- hydroxy-3-methylfuran-2(5H)-one (400 mg, 3.51 mmol) in dichloromethane (10 mL) at -78C was added 2,6-lutidine (0.612 mL, 5.26 mmol) and triflic anhydride (0.71 1 mL, 4.21 mmol) dropwise. The reaction temperature was maintained at -78C for 0.5 h before being warmed to rt for lh. The mixture was diluted with DCM (100 mL), washed with 1 N hydrogen chloride (3 times 100 mL) followed by diluted sodium bicarbonate solution, dried over sodium sulfate, and then concentrated to give 4-methyl-5-oxo-2,5-dihydrofuran-3-yl trifluoromethanesulfonate. LC/MS: (M+l) : 247.0.
With 2,6-dimethylpyridine; In dichloromethane; at -78 - 20℃; for 1.5h; Step C: 4-methyl-S-oxo-2,S-dihydrofuran-3-yl trifluoromethanesulfonate: To the solution of 4- hydroxy-3-methylfuran-2(SI])-one (400 mg, 3.51 mmol) in dichloromethane (10 mL) at -78C was added 2,6-lutidine (0.612 mL, 5.26 mmol) and triflic anhydride (0.711 mL, 4.21 mmol) dropwise. The reaction temperature was maintained at -78C for 0.5 h before being warmed to rt for lh. The mixture was diluted with DCM (100 mL) and washed with 1 N hydrogen chloride (3 times 100 mL), then with diluted sodium bicarbonate solution, then dried over sodium sulfate,and concentrated to give 4-methyl-S -oxo-2 ,5 -dihydrofuran-3 -yl trifluoromethanesulfonate.LC/MS: (M+1): 247.0.
With 2,6-dimethylpyridine; In dichloromethane; at -78℃; for 1.5h; To a solution of <strong>[516-09-6]4-hydroxy-3-methylfuran-2(5H)-one</strong> (400 mg, 3.51 mmol) in DCM (10 mL) at -78 C. was added 2,6-lutidine (0.612 mL, 5.26 mmol) and trifluoromethanesulfonic anhydride (0.711 mL, 4.21 mmol) dropwise. The reaction mixture was stirred at -78 C. for 0.5 hr, and at rt for 1 hr. The mixture was diluted with DCM (100 mL), washed with 1 N hydrogen chloride (3×100 mL) and saturated aqueous sodium bicarbonate, dried over sodium sulfate, and concentrated under reduced pressure to give the title compound. LCMS [M+H]+=247.0.

  • 2
  • [ 37595-74-7 ]
  • [ 516-09-6 ]
  • [ 157123-02-9 ]
 

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