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Chemical Structure| 64567-60-8 Chemical Structure| 64567-60-8
Chemical Structure| 64567-60-8

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Thalidomide-5-OH is a Thalidomide-based cereblon ligand that can be conjugated to a target protein ligand via a linker to form a PROTAC molecule.

4.5 *For Research Use Only !

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Product Details of Thalidomide-5-OH

CAS No. :64567-60-8
Formula : C13H10N2O5
M.W : 274.23
SMILES Code : O=C1N(C(CC2)C(NC2=O)=O)C(C3=C1C=CC(O)=C3)=O
MDL No. :MFCD24386541
InChI Key :LJBQRRQTZUJWRC-UHFFFAOYSA-N
Pubchem ID :5743568

Safety of Thalidomide-5-OH

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Thalidomide-5-OH

* 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 [ 64567-60-8 ]

[ 64567-60-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 64567-60-8 ]
  • [ 118591-58-5 ]
  • 2-(2,6-dioxo-3-piperidyl)-5-[2-(2-hydroxyethoxy)ethoxy]isoindoline-1,3-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
54% With potassium carbonate; In N,N-dimethyl-formamide; at 50℃; for 12h; To a mixture of 2-(2,6-dioxo-3-piperidyl)-5-hydroxy-isoindoline-1,3-dione (2 g, 7.29 mmol, 1 eq) and potassium carbonate (3.02 g, 21.9 mmol, 3 eq) in dimethylformamide (10 mL) was added 2-(2-hydroxyethoxy)ethyl 4-methylbenzenesulfonate (2.09 g, 8.02 mmol, 1.1 eq). The mixture was stirred at 50 C. for 12 hours. The reaction mixture was concentrated to give a residue. The residue was purified by silica gel column chromatography (eluted with petroleum ether/ethyl acetate=1/1 to 0:1) to afford 2-(2,6-dioxo-3-piperidyl)-5-[2-(2-hydroxyethoxy)ethoxy]isoindoline-1,3-dione (1.5 g, 54% yield), obtained as a yellow solid. MS (ESI) m/z: 362.9 [M+H]+.
 

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