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Chemical Structure| 143900-43-0 Chemical Structure| 143900-43-0
Chemical Structure| 143900-43-0

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Product Details of (R)-1-Boc-3-Hydroxypiperidine

CAS No. :143900-43-0
Formula : C10H19NO3
M.W : 201.26
SMILES Code : O[C@H]1CN(C(OC(C)(C)C)=O)CCC1
MDL No. :MFCD04115306
InChI Key :UIJXHKXIOCDSEB-MRVPVSSYSA-N
Pubchem ID :1514398

Safety of (R)-1-Boc-3-Hydroxypiperidine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Application In Synthesis of (R)-1-Boc-3-Hydroxypiperidine

* 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 [ 143900-43-0 ]

[ 143900-43-0 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 574745-97-4 ]
  • [ 143900-43-0 ]
  • [ 612501-77-6 ]
YieldReaction ConditionsOperation in experiment
48% With triphenylphosphine; diethylazodicarboxylate; In dichloromethane; at 20℃; The 4-chloro-7-methoxy-6-[(3S)-l-(t-butoxycarbonyl) piperidin-3-yloxy] quinazoline starting material was prepared as follows: Diethyl azodicarboxylate (2. 76ml, 40% solution in toluene) was added to 4-chloro-6- hydroxy-7-methoxyquinazoline (0.89g ; prepared as described in Example 16), triphenylphosphine (1.66g) and (3R)-l-tert-butoxycarbonyl)-3-hydroxypiperidine (CAS Registry No 143900-43-0) (1.28g) in dichloromethane (25ml). The resulting solution was allowed to stir overnight at room temperature. This was purified by flash column chromatography eluting with an increasingly polar mixture of acetone/isohexane/triethylamine (79/20/1 to 64/35/1) to give 4-chloro-7-methoxy-6- [ (3S)-l- (tert-butoxycarbonyl) piperidin-3-yloxy) ] quinazoline as a white solid (0.794g, 48%) ; Mass Spectrum : (M+H) + 394.
  • 2
  • [ 1354961-13-9 ]
  • [ 143900-43-0 ]
  • (R)-tert-butyl 3-(4-(tert-butoxycarbonyl)-2-chloro-5-fluorophenoxy)piperidine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With caesium carbonate; In dimethyl sulfoxide; at 70℃; for 1h;Inert atmosphere; To a solution of (R) -tert-butyl 3-hydroxypiperidine-1-carboxylate (10.05 g, 50.00 mmol) and tert-butyl 5-chloro-2, 4-difluorobenzoate (13.02 g, 52.50 mmol) in anhydrous DMSO (200 mL) was added cesium carbonate (40.62 g, 75.00 mmol) . The reaction mixture was stirred at 70 for 1 hour under an atmosphere of nitrogen and then cooled to ambient temperature and quenched by addition of 50 mL of water. The mixture was extracted with ethyl acetate (3 x 100 mL) the organic layers were combined and washed with brine (150 mL) , dried over anhydrous magnesium sulfate, filtered and concentrated. The crude material (22.50 g, 99) was used directly for the next step without further purification: MS (ES+) m/z 430.2, 431.2 (M+1) .
  • 3
  • [ 940890-90-4 ]
  • [ 143900-43-0 ]
  • 4
  • [ 1196155-38-0 ]
  • [ 143900-43-0 ]
  • (R)-tert-butyl 3-((4-cyano-6-(trifluoromethyl)pyridine-2-yl)oxy)piperidine-1-carboxylate [ No CAS ]
  • 5
  • [ 54852-68-5 ]
  • [ 143900-43-0 ]
  • tert-butyl (S)-3-(2-bromo-4-chloro-6-methylphenoxy)piperidine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
42% With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; tert-Butyl (S)-3-(2-bromo-4-chloro-6-methylphenoxy)piperidine-1-carboxylate. Diisopropyl azodicarboxylate (0.11 mL, 0.54 mmol) was added to a stirring mixture of <strong>[54852-68-5]2-bromo-4-chloro-6-methyl-phenol</strong> (0.10 g, 0.45 mmol), tert-butyl (3R)-3-hydroxypiperidine-1-carboxylate (0.10 g, 0.50 mmol) and triphenylphosphine (0.14 g, 0.54 mmol) in THF (3 mL) and stirred overnight. The reaction mixture was concentrated, column chromatography using 0-100% EtOAc in hexane gave 95 mg (42%) of the title compound as a clear film. [M-tBu+H] 348.0
 

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