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CS-W001157 4
Total: USD 88.00

(3S)-1-Benzyl-3-methylpiperazine

  • CAS No. 132871-12-6

  • Cat. No. CS-0183105
  • Molecule weight190.28
  • Purity≥97%
  • MDL No.None

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

(3S)-1-Benzyl-3-methylpiperazine|CS-0183105

Structure of 132871-12-6

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General Information

  • CAS No. 132871-12-6
  • Cat. No. CS-0183105
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₈N₂
  • Molecular Weight 190.28
  • Synonym(s) (S)-1-Benzyl-3-methylpiperazine
  • SMILES C[C@H]1CN(CCN1)CC2=CC=CC=C2

Description

This chiral piperazine scaffold features a stereogenic center at the 3-position, enabling selective interactions in asymmetric synthesis. The benzyl and methyl substituents enhance solubility and metabolic stability, while the tertiary nitrogen facilitates functionalization. This bench-stable building block integrates efficiently into bioactive molecule design.

Application

(3S)-1-Benzyl-3-methylpiperazine serves as a versatile chiral building block in medicinal chemistry, enabling the construction of diverse nitrogen-containing scaffolds. Its stereochemically defined piperazine core exhibits favorable functional group tolerance and bench stability, facilitating efficient incorporation into target molecules via standard coupling and derivatization protocols.

Synthesis

  • Route1
    • (S)-1-benzyl-3-methylpiperazine-2,5-dione|CS-0540027
      132871-10-4
    • ~98%
    • In-stock
      (3S)-1-Benzyl-3-methylpiperazine|CS-0183105
      132871-12-6

    References

    • Alfaro-Lopez, Josue; Okayama, Toru; Hosohata, Keiko; Davis, Peg; Porreca, Frank; Yamamura, Henry I.; Hruby, Victor J. Journal of Medicinal Chemistry, 1999 , vol. 42, # 26 p. 5359 - 5368
  • Route2
    • null|null
      170033-57-5
    • ~86%
    • In-stock
      (3S)-1-Benzyl-3-methylpiperazine|CS-0183105
      132871-12-6

    References

    • Mickelson, John W.; Belonga, Kenneth L.; Jacobsen, Jon E. Journal of Organic Chemistry, 1995 , vol. 60, # 13 p. 4177 - 4183
  • Route3
    • In-stock
      (S)-(+)-2-Methylpiperazine|CS-W011321
      74879-18-8
    • null|null
      100-39-0
    • ~%
    • In-stock
      (3S)-1-Benzyl-3-methylpiperazine|CS-0183105
      132871-12-6

    References

    • US6514975 B1, ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   15.27
  • LogP   1.4803
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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