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2-(Benzyloxy)-n-methoxy-n-methylacetamide

  • CAS No. 104863-68-5

  • Cat. No. CS-0514938
  • Purity≥98%
  • MDL No.MFCD11847697

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

2-(Benzyloxy)-n-methoxy-n-methylacetamide|CS-0514938

Structure of 104863-68-5

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General Information

  • CAS No. 104863-68-5
  • Cat. No. CS-0514938
  • Purity ≥98%
  • MDL No. MFCD11847697
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅NO₃
  • Molecular Weight 209.24
  • Synonym(s) N-Methoxy-N-methyl-2-benzyloxyacetamide
  • SMILES O=C(N(OC)C)COCC1=CC=CC=C1

Description

This amide integrates a benzyloxy group and N-methoxy-N-methyl substituents, delivering enhanced solubility and stability in organic synthesis. The benzyl ether moiety enables selective protection under mild conditions, while the N-alkoxyamine functionality facilitates efficient coupling reactions. Ideal for complex molecule assembly in medicinal chemistry workflows.

Application

2-(Benzyloxy)-N-methoxy-N-methylacetamide serves as a versatile acylating agent and protecting group intermediate in synthetic organic chemistry. Its benzyl ether functionality enables orthogonal protection strategies, while the N-methoxy-N-methyl amide moiety facilitates selective reactivity in nucleophilic acyl substitution. The compound exhibits good bench stability and ease of purification, making it suitable for multi-step syntheses requiring controlled functional group handling.

Synthesis

  • Route1

    References

    • Beutner, Gregory L.; Kuethe, Jeffrey T.; Kim, Mary M.; Yasuda, Nobuyoshi Journal of Organic Chemistry, 2009 , vol. 74, # 2 p. 789 - 794
  • Route2
    • null|null
      19810-31-2
    • In-stock
      N,O-Dimethylhydroxylamine hydrochloride|CS-D1361
      6638-79-5
    • ~99%
    • In-stock
      2-(Benzyloxy)-n-methoxy-n-methylacetamide|CS-0514938
      104863-68-5

    References

    • Williams, Robert M.; Ehrlich, Paul P.; Zhai, Weixu; Hendrix, James Journal of Organic Chemistry, 1987 , vol. 52, # 12 p. 2615 - 2617
  • Route3

    References

    • Evans,D.A.; Chapman,K.T.; Carreira,E.M. Journal of the American Chemical Society, 1988 , vol. 110, p. 3560

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   38.77
  • LogP   1.223
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   5

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