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4-Chloro-N-methoxy-N-methylbutanamide

  • CAS No. 64214-66-0

  • Cat. No. CS-0046358
  • Purity≥97%
  • MDL No.MFCD18327515

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

4-Chloro-N-methoxy-N-methylbutanamide|CS-0046358

Structure of 64214-66-0

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General Information

  • CAS No. 64214-66-0
  • Cat. No. CS-0046358
  • Purity ≥97%
  • MDL No. MFCD18327515
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₂ClNO₂
  • Molecular Weight 165.62
  • Synonym(s) Butanamide, 4-chloro-N-methoxy-N-methyl-
  • SMILES O=C(N(OC)C)CCCCl

Description

4-Chloro-N-methoxy-N-methylbutanamide is a versatile acylating agent featuring a chlorinated aliphatic chain and dual N-alkoxy substituents. This configuration enhances reactivity while maintaining stability under standard bench conditions, enabling efficient amide bond formation in synthetic workflows.

Application

4-Chloro-N-methoxy-N-methylbutanamide serves as a versatile acylating agent in synthetic organic chemistry, enabling efficient amide bond formation under mild conditions. Its chloro-substituted aliphatic backbone provides enhanced reactivity while maintaining bench stability and ease of handling. The N-methoxy-N-methyl group facilitates clean displacement reactions, making it well-suited for peptide synthesis and the construction of complex heterocyclic scaffolds.

Synthesis

  • Route1

    References

    • GLAXO GROUP LIMITED Patent: WO2005/37197 A2, 2005 ; Location in patent: Page/Page column 104 ; WO 2005/037197 A2
  • Route2
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    References

    • Shimizu, Takeshi; Osako, Katsuhisa; Nakata, Tadashi Tetrahedron Letters, 1997 , vol. 38, # 15 p. 2685 - 2688
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      4-Chloro-N-methoxy-N-methylbutanamide|CS-0046358
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    References

    • Murphy, John A.; Commeureuc, Aurelien G. J.; Snaddon, Thomas N.; McGuire, Thomas M.; Khan, Tanweer A.; Hisler, Kevin; Dewis, Mark L.; Carling, Robert Organic Letters, 2005 , vol. 7, # 7 p. 1427 - 1429

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   29.54
  • LogP   1.0252
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   4

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