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Chemical Structure| 143540-02-7

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Product Details of [ 143540-02-7 ]

CAS No. :143540-02-7
Formula : C11H22N2O3
M.W : 230.30
SMILES Code : O=C(N1CCC(CON)CC1)OC(C)(C)C

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Application In Synthesis of [ 143540-02-7 ]

* 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 [ 143540-02-7 ]

[ 143540-02-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 143540-02-7 ]
  • [ 63521-92-6 ]
  • N-(N-Boc-piperidin-4-yl)methoxypent-4-enamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With triethylamine; In methanol; dichloromethane; at 0℃; for 1.5h;Inert atmosphere; N-Methoxypiperidinyl phthalimide 9 (615 mg, 1.71 mmol)was dissolved in MeOH (12 mL) followed by dropwise addition ofhydrazine hydrate (91 lL, 1.88 mmol) and stirred at rt for 1 h. Thecrude reaction was concentrated under reduced pressure, redissolvedin CH2Cl2, filtered, and the concentrated residue was purifiedby silica column chromatography (Hex/EtOAc) to afford the freeaminooxy piperidine (306 mg, 78%). To this was added triethylamine(280 lL, 2.0 mmol) in MeOH (8 mL) and cooled to 0 C. Pentenoicanhydride (486 lL, 2.66 mmol) was added dropwise andstirred for 1.5 h followed by removal of solvent under vacuum.The crude mixture was purified by silica flash chromatography toyield the N-methoxypiperidinyl pentenamide 10 (374 mg, 90%).Rf = 0.72 (1:2, Hex/EtOAc); 1H NMR (400 MHz, CDCl3) d 9.77 (s,1H), 5.86-5.59 (m, 1H), 4.96 (dd, J = 24.8, 13.6 Hz, 2H), 4.12-3.88(m, 2H), 3.66 (d, J = 5.2 Hz, 2H), 2.77-2.50 (m, 2H), 2.39-2.23 (m,2H), 2.14 (d, J = 6.9 Hz, 2H), 1.89-1.59 (m, 3H), 1.38 (s, 9H), 1.21-0.97 (m, 2H); 13C NMR (126 MHz, CDCl3) d 170.31, 154.84, 136.60,134.28, 130.19, 123.39, 115.63, 115.33, 80.60, 79.54, 76.93, 34.93,33.32, 32.26, 29.32, 28.76, 28.66, 28.40. HRMS (ESI): calcd forC16H27N2O4 [M+Na]+ m/z = 335.1941, found: 335.1934
 

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