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Chemical Structure| 625471-18-3 Chemical Structure| 625471-18-3
Chemical Structure| 625471-18-3

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Product Citations

Product Citations

Kitel, Radoslaw ; Surmiak, Ewa ; Borggrafe, Jan ; Kalinowska-Tluscik, Justyna ; Golik, Przemyslaw ; Czub, Miroslawa , et al.

Abstract: Here, we report the fragment-based drug discovery of potent and selective fragments that disrupt the Spire2-FMN2 but not the Spire1-FMN2 interaction. Hit fragments were identified in a differential scanning fluorimetry-based screen of an inhouse library of 755 compounds and subsequently validated in multiple orthogonal biophys. assays, including fluorescence polarization, microscale thermophoresis, and 1H-15N HSQC NMR. Extensive structure-activity relationships combined with mol. docking followed by chem. optimization led to the discovery of compound 13, which exhibits micromolar potency and high ligand efficiency (LE = 0.38). Therefore, this fragment represents a validated starting point for the future development of selective chem. probes targeting the Spire2-FMN2 interaction.

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Product Details of (S)-1-Boc-3-aminopiperidine

CAS No. :625471-18-3
Formula : C10H20N2O2
M.W : 200.28
SMILES Code : N[C@@H]1CN(C(OC(C)(C)C)=O)CCC1
MDL No. :MFCD03094718
InChI Key :AKQXKEBCONUWCL-QMMMGPOBSA-N
Pubchem ID :1501975

Safety of (S)-1-Boc-3-aminopiperidine

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

Application In Synthesis of (S)-1-Boc-3-aminopiperidine

* 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 [ 625471-18-3 ]

[ 625471-18-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 90176-80-0 ]
  • [ 625471-18-3 ]
  • [ 820985-25-9 ]
YieldReaction ConditionsOperation in experiment
1,1-Dimethylethyl (3S)-3-AMINOPIPERIDINE-1-CARBOXYLATE (5G) and 4-fluoro-2- (trifluoromethyl) benzaldehyde (5. 15g, 26.8mmol) were allowed to stir in methanol for 16h at room temperature. Sodium borohydride (1.62g, 26. 8MMOL) was then added portionwise. The resulting solution was further stirred for 2h at room temperature. The solvent was evaporated IN VACUO, water was added, and the solution extracted with dichloromethane. The organic extracts were absorbed onto a methanol washed cationic ion exchange resin (Isolute SCX-2). The basic components were recovered from the column by elution with 7N ammonia in methanol. The resultant solution was concentrated in vacuo to yield the desired compound as an oil. This was further purified by column chromatography on silica gel, eluting with ethyl acetate/iso-hexane (0: 100 to 40: 60). The title compound was used in subsequent reactions without further purification. 'H NMR (300 MHz, CDCl3) ON : 7.37-7. 28 (m, 2H), 7.24-7. 20 (m, 1H), 3.80 (s, 2H), 3.52- 3.48 (m, 2H), 3. 32 (m, 3H), 3.12 (m, 1H), 2.08-2. 0 (m, 1H), 1.75 (m, 1H), 1.45 (s, 9H).
  • 2
  • [ 3512-75-2 ]
  • [ 625471-18-3 ]
  • C17H27N3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; DavePhos; at 100℃; for 16h;Inert atmosphere; Sealed tube; To a mixture of tris(dibenzylideneacetone)dipalladium(O) (CAS: 51364-51-3; 57 mg,0.062 mmo 1), 2-dicyclohexylphosphino-2 ?-(N,N-dimethylamino)biphenyl (CAS:213697-53-1; 33 mg, 0.084 mmol) and sodium tert-butoxide (135 mg, 1.40 mmol) in1 ,4-dioxane (5 mL) at rt and under N2 atmosphere, (S)-(-)-3-amino- 1 -Boc-piperidine(CAS: 216854-23-8; 0.23 mL, 1.2 mmol) and <strong>[3512-75-2]4-chloro-2,6-dimethylpyridine</strong> (0.127 mL, 1 mmol) were added. The mixture was heated at 100 °C for 16 h in a sealed tube. Brine and DCM were added and the organic layer was separated, dried over MgSO4, filtered and evaporated under vacuum. The residue thus obtained was purified by flash column chromatography (Si02 amino functionalized; EtOAc in heptane, 0/100 to100/0) and the desired fractions were concentrated in vacuo affording intermediate 18 as a yellow oil (203 mg, 67percent yield).
 

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