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[ CAS No. 632352-60-4 ] {[proInfo.proName]}

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Chemical Structure| 632352-60-4
Chemical Structure| 632352-60-4
Structure of 632352-60-4 * Storage: {[proInfo.prStorage]}
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Product Details of [ 632352-60-4 ]

CAS No. :632352-60-4 MDL No. :MFCD08751920
Formula : C16H24N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 276.37 Pubchem ID :-
Synonyms :

Safety of [ 632352-60-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 632352-60-4 ]

* 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 [ 632352-60-4 ]

[ 632352-60-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 632352-56-8 ]
  • [ 632352-60-4 ]
YieldReaction ConditionsOperation in experiment
Preparation 4 4-Amino-3-phenyl-piperidine-1-carboxylic acid tert-butyl ester. Prepared according to the General Procedures. General procedure 2 (amination): to the N-protected-3-aryl-oxopiperidine (1 mol %) in methanol was added anhydrous ammonium chloride (20 mol %) and 4 A molecular sieves (ca. 1 g/mol substrate). After stirring for 1 hour (1 h), sodium cyanoborohydride (0.6 mol %) is added and the mixture is stirred for 1 h. The mixture is filtered and the filtrate is concentrated under reduced pressure. The residue is then dissolved in ethyl acetate, washed sequentially with water and brine, dried with sodium sulfate and concentrated. If necessary, purification is accomplished via silica gel chromatography.
To a solution of (±)-tert-butyl 4-oxo-3-phenyl-piperidine-1-carboxylate (200 mg, 726 mumol, CAS 632352-56-8) in methanol (8.00 mL) was added ammonium acetate (168 mg, 2.18 mmol). The mixture solution was stirred at 25 C for 1 hr, and then sodium cyanoborohydride (137 mg, 2.18 mmol) was added. The mixture was stirred at 25 C for 11 hrs. The reaction mixture was concentrated under reduced pressure to remove methanol. The residue was diluted with water (100 mL) and extracted with dichloromethane (3 x 50 mL). The combined organic layers were washed with brine (2 x 50 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (petroleum ether:ethyl acetate = 1:1 to dichloromethane : methanol = 10:1) to give the title compound.1H NMR (400 MHz, CDCl3) delta = 7.49 - 7.27 (m, 3H), 7.25 - 7.18 (m, 1H), 7.18 - 6.97 (m, 1H), 4.24 (br. s., 1H), 3.91 - 3.74 (m, 1H), 3.39 - 3.19 (m, 1H), 2.97 - 2.80 (m, 1H), 2.43 - 2.26 (m, 1H) , 1.99 - 1.82 (m, 1H), 1.51 - 1.33 (m, 9H), 1.27 - 1.20 (m, 1H).
With ammonium acetate; sodium cyanoborohydride; In methanol; at 20℃; Sodium cyanotrihydroborate (103 mg, 1.64 mmol) was added in 2 portions at 10 minute intervals to a solution of te/7-butyl 4-oxo-3-phenylpiperidine-l-carboxylate (430 mg, 1.56 mmol) and ammonium acetate (1204 mg, 15.62 mmol) in dry methanol (7.8 mL). The resulting solution was stirred at room temperature overnight and was then quenched with saturated aq NaHCO, (5.0 mL) and extracted with EtOAc (2 x 10 mL). The organic layers were combined and dried over anhydrous Na2S04. The solvent was removed to give the title compound as a colorless oil (420 mg, 97 % yield) which was used without further purification. ESI-MS [M+H]+ calc?d for CI6H24N202, 277.34; found [M-55], 221.1.
  • 2
  • [ 446302-83-6 ]
  • [ 632352-60-4 ]
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