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N-((1R,2R)-2-Amino-1,2-diphenylethyl)methanesulfonamide

  • CAS No. 511534-44-4

  • Cat. No. CS-0132171
  • Purity≥97%
  • MDL No.MFCD03791036

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

N-((1R,2R)-2-Amino-1,2-diphenylethyl)methanesulfonamide|CS-0132171

Structure of 511534-44-4

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General Information

  • CAS No. 511534-44-4
  • Cat. No. CS-0132171
  • Purity ≥97%
  • MDL No. MFCD03791036
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₈N₂O₂S
  • Molecular Weight 290.38
  • Synonym(s) N-(1-amino-1,2-diphenylethyl)methanesulfonamide
  • SMILES CS(=O)(N[C@H](C1=CC=CC=C1)[C@H](N)C2=CC=CC=C2)=O

Description

N-((1R,2R)-2-Amino-1,2-diphenylethyl)methanesulfonamide features a chiral diphenylethyl scaffold paired with a methanesulfonamide group, enabling precise stereocontrolled synthesis in medicinal chemistry. The amine functionality supports derivatization, while the sulfonamide enhances solubility and hydrogen bonding capacity. This compound serves as a key building block for bioactive molecules requiring defined spatial orientation.

Application

N-((1R,2R)-2-Amino-1,2-diphenylethyl)methanesulfonamide serves as a chiral auxiliary in asymmetric synthesis, enabling stereoselective transformations through its rigid, enantiopure scaffold. The methanesulfonamide group provides excellent stability and facilitates purification, while the diphenylmethyl backbone offers robust steric control. This compound functions effectively in amine alkylation, acylation, and metal-catalyzed coupling reactions, supporting scalable access to complex chiral intermediates.

Synthesis

  • Route1
    • In-stock
      (+)-1,2-Diphenylethylenediamine|CS-D1222
      35132-20-8
    • null|null
      124-63-0
    • ~%
    • In-stock
      N-((1R,2R)-2-Amino-1,2-diphenylethyl)methanesulfonamide|CS-0132171
      511534-44-4

    References

    • Journal of Organic Chemistry, , vol. 73, # 13 p. 4903 - 4906

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P264-P271-P301+P330+P331-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   72.19
  • LogP   1.9769
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   5

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