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CS-W001157 4
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N-[Bis(4-methoxyphenyl)methyl]-2-chloroacetamide

  • CAS No. 28230-40-2

  • Cat. No. CS-0233588
  • Purity≥98%
  • MDL No.None

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

N-[Bis(4-methoxyphenyl)methyl]-2-chloroacetamide|CS-0233588

Structure of 28230-40-2

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General Information

  • CAS No. 28230-40-2
  • Cat. No. CS-0233588
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₁₈ClNO₃
  • Molecular Weight 319.78
  • Synonym(s) N-(4,4'-dimethoxybenzhydryl)chloroacetamide
  • SMILES O=C(NC(C1=CC=C(OC)C=C1)C2=CC=C(OC)C=C2)CCl

Description

N-[Bis(4-methoxyphenyl)methyl]-2-chloroacetamide features a robust benzyl-protected amine scaffold with dual methoxyaryl substituents, offering enhanced solubility and stability. The chloroacetyl moiety enables direct integration into peptide coupling workflows, facilitating the synthesis of protected amino acid derivatives under mild conditions.

Application

N-[Bis(4-methoxyphenyl)methyl]-2-chloroacetamide serves as a stable, bench-ready acylating agent for the selective introduction of chloroacetyl groups under mild conditions. Its orthogonally protected amine functionality enables efficient synthesis of peptide derivatives and heterocyclic scaffolds, with excellent functional group tolerance and straightforward purification via crystallization or flash chromatography.

Synthesis

  • Route1

    References

    • Henneuse, Catherine; Boxus, Thierry; Tesolin, Lorenzo; Pantano, Guiseppe; Marchand-Brynaert, Jacqueline Synthesis, 1996 , # 4 p. 495 - 501
  • Route2

    References

    • Koenig,W.; Geiger,R. Chemische Berichte, 1970 , vol. 103, p. 2041 - 2051

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H315-H318-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   47.56
  • LogP   3.1482
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   6

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