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Chemical Structure| 77383-17-6 Chemical Structure| 77383-17-6

Structure of tert-Butyl 8-bromooctanoate
CAS No.: 77383-17-6

Chemical Structure| 77383-17-6

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Product Citations

Product Citations

Rathje, Oliver H. ; Perryman, Lara ; Payne, Richard J. ; Hamprecht, Dieter W. ;

Abstract: Mixed Lineage Kinase domain-Like pseudokinase (MLKL) is implicated in a broad range of diseases due to its role as the ultimate effector of necroptosis and has therefore emerged as an attractive drug target. Here, we describe the development of PROteolysis TArgeting Chimeras (PROTACs) as a novel approach to knock down MLKL through chem. means. A series of candidate degraders were synthesized from a high-affinity pyrazole carboxamide-based MLKL ligand leading to the identification of a PROTAC mol. that effectively degraded MLKL and completely abrogated cell death in a TSZ model of necroptosis. By leveraging the innate ability of these PROTACs to degrade MLKL in a dose-dependent manner, the quant. relationship between MLKL levels and necroptosis was interrogated. This work demonstrates the feasibility of targeting MLKL using a PROTAC approach and provides a powerful tool to further our understanding of the role of MLKL within the necroptotic pathway.

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Product Details of [ 77383-17-6 ]

CAS No. :77383-17-6
Formula : C12H23BrO2
M.W : 279.21
SMILES Code : O=C(OC(C)(C)C)CCCCCCCBr
MDL No. :MFCD27928608
InChI Key :HGJYTBCLFXAZMO-UHFFFAOYSA-N
Pubchem ID :10636360

Safety of [ 77383-17-6 ]

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

Application In Synthesis of [ 77383-17-6 ]

* 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 [ 77383-17-6 ]

[ 77383-17-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 773837-37-9 ]
  • [ 77383-17-6 ]
  • [ 134857-22-0 ]
YieldReaction ConditionsOperation in experiment
88.6% Tert-butyl 8-bromooctanoate (1.87g, 6.71mmol) were dissolved in the drying DMSO (3ml) and here the sodium cyanide (2.63g , 53.68mmol) was added. The sodium iodide was added as the catalyst quantity. The reaction mixture was heated to 80-90C and it was stirred for 2-3 hours. Thereafter, it cooled with the room temperature. Diluted with chloroform and washed successively with cold water and brine. The organic layer was dried by evaporating the solvent. Cool drying the crude material was dissolved in MeOH was added anhydrous nickel chloride (0.081g, 0.625mmol). To some extent by the addition to the reaction mixture of sodium borohydride (1.65g, 43.54mmol) it was placed after the last 2-3 hours. Then the reaction mixture was filtered through celite and washed with HPLC grade MeOH. Remove the MeOH and the crude materia. Brine was worked up with water and dried. Using the chloroform solution of 5% methanol and the residue was purified by chromatography to give the pure tert-butyl 9-aminononanoate1.26g (88.6% yield) of a yellow liquid.
 

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