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Chemical Structure| 949495-17-4 Chemical Structure| 949495-17-4

Structure of 949495-17-4

Chemical Structure| 949495-17-4

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Product Details of [ 949495-17-4 ]

CAS No. :949495-17-4
Formula : C15H19NO5
M.W : 293.32
SMILES Code : O=C(N1C[C@@H](C(OCC)=O)[C@H](O)C1)OCC2=CC=CC=C2

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Application In Synthesis of [ 949495-17-4 ]

* 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 [ 949495-17-4 ]

[ 949495-17-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 51814-19-8 ]
  • [ 949495-17-4 ]
YieldReaction ConditionsOperation in experiment
With hydrogen;dichloro(benzene)ruthenium(II) dimer; (R)-binap; In dichloromethane; at 50 - 105℃; under 66231.6 Torr; for 4.16667h; [Example 10] Synthesis of 1-benzyl 3-ethyl (3R,4S)-4-hydroxypyrrolidine-1,3-dicarboxylat; [Show Image] [Show Image] 43 mL of anhydrous N,N-dimethylformamide was added to 1.15 g of benzene ruthenium (II) chloride dimer (2.30 mmol) and 3.00 g of (R) - (-) -BINAP (4.82 mmol) in a stream of argon gas. The mixture was stirred in an oil bath at an external temperature of 95 to 105C for 10 minutes. The mixture was then allowed to cool to room temperature. Volatile materials were evaporated under reduced pressure (using a vacuum pump) in an oil bath at an external temperature of 50 to 70C to give a catalyst. 33.5 g of <strong>[51814-19-8]1-benzyl 3-ethyl 4-oxopyrrolidine-1,3-dicarboxylate</strong> (115 mmol) and 68 mL of dehydrated dichloromethane were placed in an autoclave and the air in the autoclave was replaced by argon. The catalyst dissolved in 100 mL of dehydrated dichloromethane was then added and the atmosphere in the autoclave was replaced by hydrogen gas three times. The mixture was stirred under a pressurized hydrogen atmosphere (8.83 MPa) at an external temperature of 50 to 60C for 4 hours. Heating/stirring was stopped, and the mixture was left overnight. Subsequently, hydrogen gas was released and the mixture was transferred to a different vessel and washed with 30 mL of dehydrated dichloromethane. The mixture was then concentrated under reduced pressure and dried in vacuo at room temperature for 30 minutes to give 42.3 g of a crude product of the title compound as a dark brown oil. This product was used in the subsequent step without further purification. 1H-NMR (CDCl3, 400 Mz) delta: 1.27 (3H, t, J = 7.3 Hz), 2.37 (1H, brs), 2.96-3.07 (1H, m), 3.33-3.40 (1H, m), 3.62-3.87 (3H, m), 4.19 (2H, q, J = 7.3 Hz), 4.56-4.60 (1H, m), 5.14 (2H, s), 7.31-7.37 (5H, m). EI-MS: m/z 293 (M)+
  • 2
  • [ 51814-19-8 ]
  • [ 949495-17-4 ]
  • [ 949495-11-8 ]
  • C15H19NO5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With dichloro(benzene)ruthenium(II) dimer; hydrogen; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); In dichloromethane; at 60 - 65℃; under 7500.75 - 9750.98 Torr; for 8h;Inert atmosphere; General procedure: Reference Examples 3 to 7 [0269] A dichlorobenzene ruthenium(II) dimer (172 mg, 0.34 mmol), (S)-(-)-BINAP (428 mg, 0.69 mmol), and dichloromethane (3.7 mL) were added, followed by stirring at an outer temperature of from 60 C. to 65 C. for 0.5 hours and then cooling to a temperature of approximately room temperature. [0270] To a mixture were added a <strong>[51814-19-8]1-benzyl 3-ethyl 4-oxopyrrolidine-1,3-dicarboxylate</strong> (5.0 g, 17.2 mmol) and dichloromethane (15 mL) under an argon atmosphere, followed by stirring at an internal temperature of from 60 C. to 65 C. for 8 hours under hydrogen pressurization. The HPLC measurement of this reaction mixture was carried out. The results are shown in Table 11.
 

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