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CS-W001157 4
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Methyl 3-methylaminocrotonate

  • CAS No. 13412-12-9

  • Cat. No. CS-M1728
  • Purity≥98%
  • MDL No.MFCD00027383

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

Methyl 3-methylaminocrotonate|CS-M1728

Structure of 13412-12-9

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General Information

  • CAS No. 13412-12-9
  • Cat. No. CS-M1728
  • Purity ≥98%
  • MDL No. MFCD00027383
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁NO₂
  • Molecular Weight 129.16
  • Synonym(s) Methyl 3-(methylamino)but-2-enoate
  • SMILES C/C(NC)=C\C(OC)=O

Description

Methyl 3-methylaminocrotonate is a versatile β-amino acrylate ester featuring a conjugated enone system and a tertiary amine group. This structure enables efficient Michael additions and serves as a key intermediate in synthesizing bioactive heterocycles, particularly in medicinal chemistry applications. The molecule exhibits enhanced reactivity due to the electron-donating methylamino substituent adjacent to the electrophilic β-carbon.

Application

Methyl 3-methylaminocrotonate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted pyrrolidines and other nitrogen-containing heterocycles via cyclization reactions. Its conjugated enamine system facilitates Michael additions and [4+2] cycloadditions, while the ester group allows for selective transformations under mild conditions. Bench-stable and amenable to purification by standard chromatography, it functions reliably in multi-step syntheses requiring functional group tolerance and predictable reactivity.

Synthesis

  • Route1
    • In-stock
      Methyl acetylacetate|CS-0017265
      105-45-3
    • null|null
      74-89-5
    • ~94%
    • In-stock
      Methyl 3-methylaminocrotonate|CS-M1728
      13412-12-9

    References

    • Journal of Organic Chemistry, , vol. 75, # 17 p. 6023 - 6026
  • Route2

    References

    • Bulletin des Societes Chimiques Belges, , vol. 105, # 5 p. 259 - 272
  • Route3
    • null|null
      624-90-8
    • null|null
      623-43-8
    • ~%
    • In-stock
      Methyl 3-methylaminocrotonate|CS-M1728
      13412-12-9

    References

    • Bulletin des Societes Chimiques Belges, , vol. 105, # 4 p. 189 - 204

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   38.33
  • LogP   0.2826
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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