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Chemical Structure| 952023-06-2 Chemical Structure| 952023-06-2

Structure of 952023-06-2

Chemical Structure| 952023-06-2

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Product Details of [ 952023-06-2 ]

CAS No. :952023-06-2
Formula : C12H19N3O3
M.W : 253.30
SMILES Code : O=C(OC(C)(C)C)NCC(N1[C@H](C#N)CCC1)=O
MDL No. :MFCD21603684

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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 [ 952023-06-2 ]

[ 952023-06-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 952023-06-2 ]
  • [ 51716-63-3 ]
  • [ 952023-30-2 ]
YieldReaction ConditionsOperation in experiment
5% Preparation of 1-[2-(5-oxo-octahydro-pentalen-2-ylamino)-acetyl]-pyrrolidine-2-carbonitrile 15a; [2-(2-Cyano-pyrrolidin-1-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester (1.83 g, 7.246 mmol) was dissolved in 40 mL dichloromethane, then trifluoroacetic acid (16.65 mL, 217.4 mmol) was added in an ice-water bath. Upon completion of the addition, the reaction mixture was stirred at 0 until reaction was completed. Dichloromethane and trifluoroacetic acid were evaporated. The above residue was dissolved in 40 mL methanol and in order added with triethylamine (3.024 mL, 21.74 mmol), tetrahydro-pentalene-2,5-dione 1a (1 g, 7.246 mmol) and sodium triacetoxy borohydride (6.142 g, 28.98 mmol). The reaction mixture was stirred overnight at room temperature, concentrated under reduced pressured and added with 10 mL saturated sodium carbonate solution, then extracted with dichloromethane (80 mL×3). The combined organic phase was washed with 15 mL saturated brine, the dichloromethane phase was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound 1-[2-(5-oxo-octahydro-pentalen-2-ylamino)-acetyl]-pyrrolidine-2-carbonitrile 15a (100 mg, yield 5%) as a white powder.MS m/z (ESI): 276.6 [M+1].1H NMR (400 MHz, CDCl3) delta (ppm) 4.69 (m, 1H), 3.52 (m, 1H), 3.36 (m, 1H), 3.16 (m, 1H), 2.66 (m, 2H), 2.44 (m, 3H), 2.24-1.98 (m, 8H), 1.25 (m, 3H).
 

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