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Chemical Structure| 681808-56-0 Chemical Structure| 681808-56-0

Structure of 681808-56-0

Chemical Structure| 681808-56-0

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Product Details of [ 681808-56-0 ]

CAS No. :681808-56-0
Formula : C5H11NO2S
M.W : 149.21
SMILES Code : O=S(C1(CC)CC1)(N)=O
MDL No. :MFCD27955125

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Application In Synthesis of [ 681808-56-0 ]

* 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 [ 681808-56-0 ]

[ 681808-56-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 681808-56-0 ]
  • [ 159622-10-3 ]
  • [ 853269-46-2 ]
YieldReaction ConditionsOperation in experiment
32% A mixture of 1(R)-N-Boc-amino-2(S)-vinyl-cyclopropanecarboxylic acid (3. 41 g, 15 mmol) and CDI (2.46 g, 16.5 mmol) in THF (40 ml) was refluxed for 1 h. The solution was cooled to room temperature and transferred into a solution of 1-ethyl- cyclopropylsulfonamide (2.46 g, 16.5 mmol) in THF (10 ml). DBU (2.7 ml, 18 mmol) was added and the resulting mixture was stirred at room temperature overnight. The reaction was quenched with IN HCl to pH 1 and the solvent was evaporated in vacuo. The residue was extracted with EtOAc (3 x 100 ml). The combined organic extracts were washed with brine, dried over MgS04 and concentrated in vacuo. The crude product was purified by flash column chromatograph (Biotage Flash 40M) eluted with EtOAc to give the desired product (1.72 g, 32percent). 1H NMR (400 MHz, CD30D) 8 ppm 0.92 (m, 2 H), 0.98 (t, J=7. 46 Hz, 3 H), 1.27 (dd, J=9. 54, 5.38 Hz, 1 H), 1.47 (m, 11 H), 1. 81 (dd, J=7. 83, 5.62 Hz, 1 H), 1.91 (m, 2 H), 2.18 (m, 1 H), 5.09 (dd, J=10. 27,1. 47 Hz, 1 H), 5.27 (dd, J=17. 24,1. 59 Hz, 1 H), 5.53 (m, 1 H) ; MS 359 (M+H) +.
 

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