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CS-W001157 4
Total: USD 88.00

Methyl 2-tert-Butyloxycarbonylaminoacrylate

  • CAS No. 55477-80-0

  • Cat. No. CS-0014186
  • Purity≥95%
  • MDL No.MFCD03840371

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

Methyl 2-tert-Butyloxycarbonylaminoacrylate|CS-0014186

Structure of 55477-80-0

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General Information

  • CAS No. 55477-80-0
  • Cat. No. CS-0014186
  • Purity ≥95%
  • MDL No. MFCD03840371
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₅NO₄
  • Molecular Weight 201.22
  • Synonym(s) None
  • SMILES C=C(C(OC)=O)NC(OC(C)(C)C)=O

Application

2-(tert-Butoxycarbonylamino)acrylic acid methyl ester serves as a versatile building block for peptide and heterocyclic synthesis, enabling efficient incorporation of β-amino acid motifs. The ester functionality facilitates downstream derivatization, while the Boc-protected amine ensures stability and orthogonality in multi-step sequences. Its conjugated double bond supports Michael addition reactions and participates in cycloaddition processes, offering reliable access to bioactive scaffolds under standard laboratory conditions.

Synthesis

  • Route1

    References

    • Breslin, Henry J.; Cai, Chaozhong; He, Wei; Kavash, Robert W. Patent: US2005/203143 A1, 2005 ; Location in patent: Page/Page column 45 ; US 20050203143 A1
  • Route2
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      Methyl 2-tert-Butyloxycarbonylaminoacrylate|CS-0014186
      55477-80-0

    References

    • Bernardes, Goncalo J. L.; Chalker, Justin M.; Errey, James C.; Davis, Benjamin G. Journal of the American Chemical Society, 2008 , vol. 130, # 15 p. 5052 - 5053
  • Route3
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      Boc-Ser-OMe|CS-W009216
      2766-43-0
    • null|null
      124-63-0
    • ~88%
    • In-stock
      Methyl 2-tert-Butyloxycarbonylaminoacrylate|CS-0014186
      55477-80-0

    References

    • PROZYMEX A/S; PEDERSEN, John; LAURITZEN, Conni Patent: WO2012/130299 A1, 2012 ; Location in patent: Page/Page column 108 ; WO 2012/130299 A1

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

Quality Control

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Computational Chemistry Data

  • TPSA   64.63
  • LogP   1.1978
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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