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Chemical Structure| 49705-99-9

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Product Details of [ 49705-99-9 ]

CAS No. :49705-99-9
Formula : C4H10N2O2
M.W : 118.13
SMILES Code : C[C@@H](O)[C@H](N)C(N)=O
MDL No. :MFCD00153463

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Application In Synthesis of [ 49705-99-9 ]

* 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 [ 49705-99-9 ]

[ 49705-99-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 49705-99-9 ]
  • [ 33209-01-7 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; In isopropyl alcohol; at 20℃; L-threonine amide hydrochloride is prepared by the dropwise addition of 1.5 equivalents of thionyl chloride to a solution of 50 grams L-threonine in methanol, then heating the mixture to reflux. When reaction is complete, as shown by periodic TLC analysis, the reaction mixture is cooled and concentrated under vacuum. Isopropanol is added and the solvent is evaporated under vacuum to remove residual thionyl chloride, then additional isopropanol is added to increase the volume about two to four times. The reaction mixture is placed into an autoclave and stirred as ammonia gas is introduced to a final pressure of 50-60 psi (345-415 kPa), and stirring continues as the reaction progresses. After completion of the reaction, as shown by TLC analysis, the mixture is removed from the autoclave and filtered to remove solids, then concentrated under vacuum to about 100 mL. About 1.5 equivalents of isopropanol hydrochloride are added dropwise at room temperature, then the solid product is separated by filtration, washed with isopropanol and dried. The product is characterized by the following 1H NMR data (200 MHz, DMSO-d6): 1.1-1.2(d,3H), 3.3-3.4(s,OH), 3.5-3.6(d,1H), 3.9-4.1(sextet,1H), 5.5-5.7(d,NH2), 7.6-7.8(s,1 NH), 8.0-8.1(s,1 NH).
 

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Chemical Structure| 33209-01-7

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