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Chemical Structure| 13949-93-4 Chemical Structure| 13949-93-4

Structure of 13949-93-4

Chemical Structure| 13949-93-4

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Product Details of [ 13949-93-4 ]

CAS No. :13949-93-4
Formula : C7H10O3
M.W : 142.15
SMILES Code : O=C([C@H]1[C@H](C=O)C1)OCC
MDL No. :MFCD32173768

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Application In Synthesis of [ 13949-93-4 ]

* 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 [ 13949-93-4 ]

[ 13949-93-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1168139-43-2 ]
  • [ 13949-93-4 ]
  • ethyl 2-((((R)-1-(2-fluorophenyl)ethyl)amino)methyl)cyclopropanecarboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% With sodium tris(acetoxy)borohydride; In dichloromethane; isopropyl alcohol; at 20℃; for 1h;Inert atmosphere; To a solution of (R)-1-(2-fluorophenyl)ethanamine (278 mg, 2.0 mmol) in DCM (3.0 mL) and i-PrOH (2.0 mL) were added ethyl 2-formylcyclopropanecarboxylate (284 mg, 2.0 mmol, Aldrich) and Na(OAc)3BH (636 mg, 3.0 mmol). The reaction mixture was stirred at room temperature for 1 h. The reaction was quenched with MeOH (2.0 mL) and a few drops of NH4OH and then diluted with DCM. The organic layer was separated, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by preparative HPLC to provide the desired product (265 mg, 50%) as a white solid. 1H NMR (CDCl3) delta 7.43-7.35 (m, 1H), 7.25-7.18 (m, 1H), 7.16-7.10 (m, 1H), 7.05-6.98 (m, 1H), 4.19-4.07 (m, 3H), 2.54-2.45 (m, 1H), 2.43-2.33 (m, 1H), 1.64-1.55 (m, 1H), 1.40 (d, J=6.8 Hz, 3H), 1.44-1.35 (m, 1H), 1.25 (t, J=7.2 Hz, 3H), 1.17 (ddt, J=11.5, 8.8, 4.5 Hz, 1H), 0.76-0.66 (m, 1H); MS(ESI+) m/z 266.2 (M+H)+.
 

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