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Chemical Structure| 59724-70-8 Chemical Structure| 59724-70-8

Structure of 59724-70-8

Chemical Structure| 59724-70-8

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Product Details of [ 59724-70-8 ]

CAS No. :59724-70-8
Formula : C9H10ClNO4S
M.W : 263.70
SMILES Code : C[C@@H](C(O)=O)NS(=O)(C1=CC=C(Cl)C=C1)=O
MDL No. :MFCD02556506

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Application In Synthesis of [ 59724-70-8 ]

* 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 [ 59724-70-8 ]

[ 59724-70-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 59724-70-8 ]
  • [ 127294-75-1 ]
  • (R)-3-aminopiperidine di(S)-2-(4-chlorophenyl)sulfonylamino-propionate [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% 80 mg (2mmol) sodium hydroxide in 1.0 g water were added dropwise to a solution of 173 mg (1 mmol) <strong>[127294-75-1]rac-APIP dihydrochloride</strong> in 1 .0 g water and the mixture was stirred for 10 min. 527 mg (2mmol) pCI-Ps-L-Ala was added and the mixture was heated at 40C for 30 min. The solution was cooled slowly to r.t. and the suspension was stirred for 2 h. The formed solid was collected by filtration, washed with mother liquor, water (2 x 0.5 ml), acetone (1 ml), and pentane (2 ml ) and dried to afford (R)-APIP-2 pCI-Ps-L- Ala-H20. Yield: 273 mg, 85% (based on the amount of enantiomer used). Enantiomeric ratio S/R =4.41 : 95.59; S-factor (efficiency of optical resolution) = 0.77. A pure acid addition salt was independently prepared from 5 mmol (R)-APIP FontWeight="Bold" FontSize="10" 2 HCI, 10 mmol NaOH and 10 mmol pCI-Ps-L-Ala in 10 g water which had an optical purity of 100 % and shows the following physical data: Enantiomeric ratio S/R =0.0 :100.0. Melting point: 139C. Specific rotation [a]D20=-0.3 (c=1 .0, MeOH).
 

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