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Chemical Structure| 17343-55-4 Chemical Structure| 17343-55-4

Structure of 17343-55-4

Chemical Structure| 17343-55-4

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Product Details of [ 17343-55-4 ]

CAS No. :17343-55-4
Formula : C13H16N2O2
M.W : 232.28
SMILES Code : CC(C)[C@H](NC(=O)OCC1=CC=CC=C1)C#N
MDL No. :MFCD03094752

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Application In Synthesis of [ 17343-55-4 ]

* 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 [ 17343-55-4 ]

[ 17343-55-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 13139-28-1 ]
  • [ 17343-55-4 ]
YieldReaction ConditionsOperation in experiment
95.2% With 1,3,5-trichloro-2,4,6-triazine; In N,N-dimethyl-formamide; at 0 - 20℃; for 2h; To a solution of(S)-benzyl i-amino-3-methyl-i-oxobutan-2-ylcarbamate (1.7 g,6.79 mmol) in DMF (anhydrous, 30 mL) was added 2,4,6-trichloro-i,3,5-triazine (1.75 g, 9.51mmol) at 0C. The reaction was stirred at room temperature for 2 hrs. The reaction was poured into water (300 mL), and the mixture was extracted with ethyl acetate (50 mL*3). The combined organic layers were washed with water and brine, dried over Na2SO4, filtered and concentrated to give a residue, which was purified by silica gel chromatography (petroleumether: ethyl acetate = 10: 1) to give (S)-benzyl (i-cyano-2-methylpropyl)carbamate (1.5 g,95.2% yield) as a colorless oil. LC-MS (ESI) found: 233 [M+Hf?, ee=95.97% (CHIRALPAK AS-H, 5% ethanol/hexane).
51% With triethylamine; ethanaminium,N-(difluoro-lambda4-sulfanylidene)-N-ethyl-,tetrafluoroborate; In ethyl acetate; at 20℃; for 1h;Inert atmosphere; General procedure: To a solution of the aldoxime or the amide (1.0 mmol) and Et3N (1.5mmol) in EtOAc (1 mL, 1 M) at r.t. was added XtalFluor-E8 (1.1 mmol)portionwise over ca. 2 min. The resulting solution was stirred at r.t.for 1 h. The reaction mixture was quenched with sat. aq Na2CO3 and extracted with CH2Cl2 (2 × 10 mL). The combined organic layers were washed with H2O and brine, dried (MgSO4), and concentrated under vacuum to afford the crude nitrile, which was purified by flash chromatography, if required.
 

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