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N1-([1,1'-Biphenyl]-2-yl)-N2-benzyloxalamide

  • CAS No. 1909333-78-3

  • Cat. No. CS-0132853
  • Purity≥95%
  • MDL No.None

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

N1-([1,1'-Biphenyl]-2-yl)-N2-benzyloxalamide|CS-0132853

Structure of 1909333-78-3

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General Information

  • CAS No. 1909333-78-3
  • Cat. No. CS-0132853
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₁₈N₂O₂
  • Molecular Weight 330.38
  • Synonym(s) N-Benzyl-N'-(2-biphenylyl)ethanediamide
  • SMILES O=C(NC1=CC=CC=C1C2=CC=CC=C2)C(NCC3=CC=CC=C3)=O

Description

N1-([1,1'-Biphenyl]-2-yl)-N2-benzyloxalamide features a rigid biphenyl scaffold linked to a benzyloxalamide moiety, enabling strong π-stacking interactions and enhanced solubility. This structure supports efficient coupling in asymmetric synthesis and serves as a robust chiral auxiliary in catalytic transformations under standard conditions.

Application

N1-([1,1'-Biphenyl]-2-yl)-N2-benzyloxalamide serves as a versatile bifunctional building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds via amide coupling and subsequent cyclization. Its biphenyl moiety provides structural rigidity and enhanced metabolic stability, while the benzyloxycarbonyl group offers orthogonal protection for nitrogen functionalities. The compound exhibits excellent bench stability, facilitates straightforward purification, and participates reliably in standard peptide-like coupling reactions under mild conditions.

Safety Information

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GHS Pictogram :
GHS No : GHS08,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H372-H411
Precautionary Statements : P260-P264-P273-P391-P501

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Computational Chemistry Data

  • TPSA   58.2
  • LogP   3.6085
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   4

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