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Chemical Structure| 921599-74-8 Chemical Structure| 921599-74-8

Structure of 921599-74-8

Chemical Structure| 921599-74-8

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Product Details of [ 921599-74-8 ]

CAS No. :921599-74-8
Formula : C14H17NO3
M.W : 247.29
SMILES Code : O=C(N1[C@@H](C)CC(CC1)=O)OCC2=CC=CC=C2
MDL No. :MFCD16660834

Safety of [ 921599-74-8 ]

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

Application In Synthesis of [ 921599-74-8 ]

* 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 [ 921599-74-8 ]

[ 921599-74-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 921599-74-8 ]
  • [ 24424-99-5 ]
  • [ 790667-49-1 ]
YieldReaction ConditionsOperation in experiment
100% With palladium on activated charcoal; hydrogen; In tetrahydrofuran; ethanol; under 775.743 Torr; for 18h; Step 1. Synthesis of tert-butyl (2S)-2-methyl-4-oxopiperidine-1-carboxylate (C19) A mixture of benzyl (2S)-2-methyl-4-oxopiperidine-1-carboxylate (6.00 g, 24.3 mmol), palladium on carbon (1.03 g), ethanol (50 mL) and tetrahydrofuran (50 mL) was treated with di-tert-butyl dicarbonate (5.82 g, 26.7 mmol) and subjected to Parr hydrogenation at 15 psi for 18 hours. The reaction was filtered through Celite and the filter cake was washed with ethanol (3*150 mL). The combined filtrates were concentrated in vacuo, yielding an oily residue that crystallized when placed under high vacuum. The product was obtained as a solid. Yield: 5.52 g, 25.9 mmol, quantitative. APCI m/z 114.0 [(M-tert-BOC)+1]. 1H NMR (400 MHz, CDCl3) delta 4.67-4.75 (m, 1H), 4.20-4.27 (m, 1H), 3.32 (ddd, J=13.9, 11.2, 4.0 Hz, 1H), 2.68 (dd, J=14.5, 6.7 Hz, 1H), 2.48 (br ddd, J=15.3, 11.3, 6.9 Hz, 1H), 2.31-2.38 (m, 1H), 2.25 (ddd, J=14.5, 2.7, 1.8 Hz, 1H), 1.49 (s, 9H), 1.18 (d, J=6.8 Hz, 3H).
 

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