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N-((1R,2R)-2-Amino-1,2-diphenylethyl)-2,4,6-trimethylbenzenesulfonamide

  • CAS No. 852212-90-9

  • Cat. No. CS-0133264
  • Purity≥96%
  • MDL No.None

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

N-((1R,2R)-2-Amino-1,2-diphenylethyl)-2,4,6-trimethylbenzenesulfonamide|CS-0133264

Structure of 852212-90-9

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General Information

  • CAS No. 852212-90-9
  • Cat. No. CS-0133264
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₃H₂₆N₂O₂S
  • Molecular Weight 394.53
  • Synonym(s) (1R,2R)-N-(2,4,6-trimethylphenylsulfonyl)-1,2-diphenylethane-1,2-diamine
  • SMILES O=S(C1=C(C)C=C(C)C=C1C)(N[C@H](C2=CC=CC=C2)[C@H](N)C3=CC=CC=C3)=O

Description

This sulfonamide features a chiral amine scaffold paired with a sterically hindered, electron-rich trimethylbenzenesulfonyl group. The diphenylethyl backbone imparts conformational rigidity, while the sulfonyl moiety enhances solubility and metabolic stability. Designed for asymmetric synthesis applications, it serves as a robust chiral auxiliary in enantioselective transformations.

Application

N-((1R,2R)-2-Amino-1,2-diphenylethyl)-2,4,6-trimethylbenzenesulfonamide serves as a chiral sulfonamide auxiliary in asymmetric synthesis, enabling stereoselective transformations through its rigid diphenyl-substituted backbone and sterically shielded sulfonamide group. The ortho-methylated aryl sulfonamide enhances bench stability and facilitates purification, while the primary amine supports diverse functionalization pathways. It functions effectively in enantioselective derivatization and acts as a robust chiral scaffold for target-oriented synthesis.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   72.19
  • LogP   4.33146
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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