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Chemical Structure| 253866-57-8 Chemical Structure| 253866-57-8

Structure of 253866-57-8

Chemical Structure| 253866-57-8

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Product Details of [ 253866-57-8 ]

CAS No. :253866-57-8
Formula : C11H19NO3
M.W : 213.27
SMILES Code : O=C(N1C(C)CCCC1=O)OC(C)(C)C
MDL No. :MFCD11520552

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* 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 [ 253866-57-8 ]

[ 253866-57-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 4775-98-8 ]
  • [ 24424-99-5 ]
  • [ 253866-57-8 ]
YieldReaction ConditionsOperation in experiment
70% With dmap; triethylamine; In dichloromethane; for 18h;Reflux; To a solution of compound 3 (9.75 g, 0.086 mol), Et3N (13.07 g, 0.13 mol) and DMAP (0.52 g, 4.3 mmol) in CH2Cl2 (150 mL), (Boc)2O (28.12 g, 0.13 mol) was added. The solution was stirred to reflux for 18 h. When TLC showed that the reaction was complete, the solvent was evaporated and the resulting oil was purified via column chromatography on silica gel using hexanes;ethyl acetate (10:1) was used to obtain compound 4 as a yellow oil (12.86 g, yield 70%)[47]. 1H NMR (400 MHz, CDCl3): δ 1.27 (d, 3H, CH3), 1.52 (s, 9H), 1.66-1.77 (m, 2H), 1.90-1.96 (m, 2H), 2.43-2.51 (m, 2H), 4.26-4.31 (m, 1H).
With dmap; In dichloromethane; at 21℃; for 1h; The synthesis of tert-butyl 2-methyl-6-oxo-piperidine-1-carboxylate [0856] To the mixture of <strong>[4775-98-8]6-methylpiperidin-2-one</strong> (7.3 g, 64.51 mmol) and DMAP (394.07 mg, 3.23 mmol) in DCM (150 mL), di-tert-butyl dicarbonate (14.78 g, 67.74 mmol, 15.55 mL) was added portionwise at 21 C. The obtained mixture was stirred for 1 h. Then, the resulting solution was washed with 10% aq. HCl and brine, dried over Na2SO4 and evaporated to dryness to afford tert-butyl 2-methyl-6-oxo-piperidine-1-carboxylate (13 g, crude, 94.47 % yield) as a yellow oil.1H NMR (400 MHz, CDCl3) δ 1.25 (d, 3H), 1.50 (s, 9H), 1.65 (m, 2H), 1.89 (m, 2H), 2.46 (m, 2H), 4.26 (m, 1H). LCMS(ESI): [M-Boc]+ m/z: calcd 113.1; found 114.2; Rt = 0.765 min
With dmap; In dichloromethane; at 21℃; for 1h; The synthesis of tert-butyl 2-methyl-6-oxo-piperidine-1-carboxylate [0856] To the mixture of <strong>[4775-98-8]6-methylpiperidin-2-one</strong> (7.3 g, 64.51 mmol) and DMAP (394.07 mg, 3.23 mmol) in DCM (150 mL), di-tert-butyl dicarbonate (14.78 g, 67.74 mmol, 15.55 mL) was added portionwise at 21 C. The obtained mixture was stirred for 1 h. Then, the resulting solution was washed with 10% aq. HCl and brine, dried over Na2SO4 and evaporated to dryness to afford tert-butyl 2-methyl-6-oxo-piperidine-1-carboxylate (13 g, crude, 94.47 % yield) as a yellow oil.1H NMR (400 MHz, CDCl3) δ 1.25 (d, 3H), 1.50 (s, 9H), 1.65 (m, 2H), 1.89 (m, 2H), 2.46 (m, 2H), 4.26 (m, 1H). LCMS(ESI): [M-Boc]+ m/z: calcd 113.1; found 114.2; Rt = 0.765 min
 

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