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CS-W001157 4
Total: USD 88.00

Methyl 2-acetamidoacrylate

  • CAS No. 35356-70-8

  • Cat. No. CS-D1354
  • Purity≥96%
  • MDL No.MFCD00013394

*For research and further manufacturing use only, not for direct human use.

Methyl 2-acetamidoacrylate|CS-D1354

Structure of 35356-70-8

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General Information

  • CAS No. 35356-70-8
  • Cat. No. CS-D1354
  • Purity ≥96%
  • MDL No. MFCD00013394
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉NO₃
  • Molecular Weight 143.14
  • Synonym(s) methyl 2-(acetylamino)prop-2-enoate
  • SMILES C=C(C(OC)=O)NC(C)=O

Description

Conjugated addition of secondary amines, imidazole and pyrazole to methyl 2 methyl 2-acetamidoacrylate in the presence of a catalyst results in the formation of -Dialkylamino--alanine and -(N-heteroaryl)--alanine derivatives. Methyl-2-acetamidoacrylate (M2AA) is an anti-inflammatory agent. The catalytic reaction of methyl 2-acetamidoacrylate with Grignards reagents affords -amino esters. M2AA can form thermosensitive copolymers with methyl acrylate.Methyl 2-acetamidoacrylate can undergo [2+2] cycloaddition (MichaelDieckmann-type reaction) with ketene diethyl acetal to yield the cyclobutane core. It may be used in rhodium-catalyzed 2-alkenylpyrrole formation.

Synthesis

  • Route1
    • null|null
      5429-56-1
    • null|null
      74-88-4
    • ~99%
    • In-stock
      Methyl 2-acetamidoacrylate|CS-D1354
      35356-70-8

    References

    • Cossec, Benoit; Cosnier, Frederic; Burgart, Manuella Molecules, 2008 , vol. 13, # 10 p. 2394 - 2407
  • Route2

    References

    • DSM IP Assets B.V. Patent: WO2009/98251 A1, 2009 ; Location in patent: Page/Page column 10 ;
  • Route3

    References

    • Crestey, Francois; Collot, Valerie; Stiebing, Silvia; Rault, Sylvain Synthesis, 2006 , # 20 p. 3506 - 3514

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   55.4
  • LogP   -0.1908
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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