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Chemical Structure| 2410554-19-5 Chemical Structure| 2410554-19-5

Structure of THK-5475
CAS No.: 2410554-19-5

Chemical Structure| 2410554-19-5

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Product Details of [ 2410554-19-5 ]

CAS No. :2410554-19-5
Formula : C30H32N2O6S
M.W : 548.65
SMILES Code : O=S(C1=CC=C(C)C=C1)(OC[C@@H](OC2CCCCO2)COC3=CC=C4N=C(C5=CC=C(C)N=C5)C=CC4=C3)=O
English Name :(2S)-3-((2-(6-Methylpyridin-3-yl)quinolin-6-yl)oxy)-2-((tetrahydro-2H-pyran-2-yl)oxy)propyl 4-methylbenzenesulfonate
MDL No. :MFCD34567809

Safety of [ 2410554-19-5 ]

Application In Synthesis of [ 2410554-19-5 ]

* 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 [ 2410554-19-5 ]

[ 2410554-19-5 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 110-87-2 ]
  • [ CAS Unavailable ]
  • [ 2410554-19-5 ]
YieldReaction ConditionsOperation in experiment
22.6 mg Stage #1: C32H38N2O5S With trifluoroacetic acid In chloroform; water at 20℃; for 24h; Cooling with ice; Stage #2: 3,4-dihydro-2<i>H</i>-pyran With toluene-4-sulfonic acid In chloroform at 20℃; for 0.166667h; 6.3; 6.4 Steps 3 and 4: Preparation of the compound THK-5475 To the solution of the obtained compound 11 as white solid (108.8 mg, 0.18 mmol) in chloroform (1.5 ml) was added dropwise trifluoroacetic acid (1 mL) with stirring under ice-cooling, and thereto was added water (0.25 mL), and the mixture was stirred at room temperature for 24 hours. To the reaction mixture was added an appropriate amount of ice water, and the mixture was adjusted with an aqueous solution of potassium carbonate to pH 8, and the mixture was then extracted with ethyl acetate. The extracts were dried over magnesium sulfate and then purified by flash chromatography (eluting solvent: ethyl acetate). The resulting oils (58.4 mg) were solubilized in chloroform (3 mL), and to the mixture were added 3,4-dihydro-2H-pyrane (233 µL, 2.5 mmol), and paratoluene sulfonic acid monohydrate (43 mg, 0.25 mmol), and the mixture was stirred at room temperature for 10 minutes. The reaction mixture was adjusted with triethyl amine to pH 8, and the solvents were evaporated under reduced pressure. The residue was purified by flash chromatography (eluting solvent: ethyl acetate/n-hexane 89/11 → 100/0) to obtain the compound THK-5475 as white solid (22.6 mg, 0.04 mmol, 21% as total of the step 3 and the step 4). 1H-NMR (597 MHz, CDCl3) δ 9.18 (d, J = 13.7 Hz, 1H), 8.39 (t, J = 8.5 Hz, 1H), 8.10 (d, J = 8.2 Hz, 1H), 8.00-8.04 (m, 1H), 7.85-7.64 (m, 4H), 7.58-7.50 (m, 1H), 7.49-7.44 (m, 2H), 7.33-7.27 (m, 3H), 5.51-5.17 (m, 1H), 4.42-4.17 (m, 2H), 4.17-4.05 (m, 4H), 2.64 (d, J = 6.8 Hz, 3H), 2.38 (s, 2H), 2.04 (s, 3H), 1.26 (t, J = 7.2 Hz, 6H), 0.88 (t, J = 6.8 Hz, 1H). MALDI MS m/z = 549[M+H]+.
  • 2
  • [ 577967-89-6 ]
  • [ 2410554-19-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: sodium carbonate; trans-bis(triphenylphosphine)palladium dichloride / 1,2-dimethoxyethane; water; ethanol / 2 h / 90 °C 2.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane; toluene / 25.16 h / 20 °C / Cooling with ice 3.1: trifluoroacetic acid / water; chloroform / 24 h / 20 °C / Cooling with ice 3.2: 0.17 h / 20 °C
  • 3
  • [ 610768-32-6 ]
  • [ 2410554-19-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: sodium carbonate; trans-bis(triphenylphosphine)palladium dichloride / 1,2-dimethoxyethane; water; ethanol / 2 h / 90 °C 2.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane; toluene / 25.16 h / 20 °C / Cooling with ice 3.1: trifluoroacetic acid / water; chloroform / 24 h / 20 °C / Cooling with ice 3.2: 0.17 h / 20 °C
  • 4
  • [ 2410554-19-5 ]
  • [ 2410554-09-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: [2.2.2]cryptande; [18F]-potassium fluoride / dimethyl sulfoxide / 0.17 h / 130 °C 2: hydrogenchloride / water / 130 °C
  • 5
  • [ 2410554-19-5 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
With [18F]-potassium fluoride; [2.2.2]cryptande In dimethyl sulfoxide at 130℃; for 0.166667h;
 

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