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Chemical Structure| 67857-97-0 Chemical Structure| 67857-97-0

Structure of 67857-97-0

Chemical Structure| 67857-97-0

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Product Details of [ 67857-97-0 ]

CAS No. :67857-97-0
Formula : C10H11NO4
M.W : 209.20
SMILES Code : O=C(O)CCCC1=CC=CC=C1[N+]([O-])=O
MDL No. :MFCD00024297

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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 [ 67857-97-0 ]

[ 67857-97-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 67-56-1 ]
  • [ 67857-97-0 ]
  • [ 5600-62-4 ]
  • [ 20637-09-6 ]
  • [ 46320-17-6 ]
YieldReaction ConditionsOperation in experiment
3. Synthesis of (R)-tert-butyl 3-(5-(benzyloxy)pyridin-2-yl)-1-(4-(4-(hydroxylamino)-4-oxobutyl)phenylamino)-1-oxopropan-2-ylcarbamate (Compound 3); [Show Image] (i) Synthesis of a mixture of methyl 4-(4-nitrophenyl)butanoate and methyl 4-(2-nitrophenyl)butanoate A mixture of 4-(p-Nitrophenyl)butyric acid and 4-(o-Nitrophenyl) butyric acid (3.22 g, 15.38 mmol) in HCl-saturated methanol (60 mL) was refluxed for 12 h (monitored by TLC). After evaporation of the solvent, the residue was dissolved in 50 mL dichloromethane and washed with saturated Na2CO3. The dichloromethane solution was separated, dried over magnesium sulfate, and concentrated in vacuo to give the title compound (3.43 g, 100percent).; (ii) Synthesis of methyl 4-(4-aminophenyl)butanoate A mixture of methyl 4-(4-nitrophenyl)butanoate and methyl 4-(2-nitrophenyl)butanoate (2.24 g, 10.03 mmol) and 0.2 g of 10percent Pd/C in 40 mL of methanol was vigorously stirred under hydrogen air. The mixture was stirred for 4h at room temperature (monitored by TLC), and filtered through Celite. The solvent was evaporated. The residue was purified by chromatography to give the title compound (0.80 g, 41percent): NMR (400 MHz in CDCl3, Bruker AVANCE-400): delta 1.89 (m, 2H, CH2), 2.31 (t, 2H,CH2-CH2-COOMe), 2.53 (t, 2H, CH2), 3.58 (br, 2H, NH2), 3.65 (s, 3H, OMe), 6.61 (d, 2H, J= 3.5 Hz, Ar-H), 6.95 (d, 2H, J = 3.4Hz).
 

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