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CS-W001157 4
Total: USD 88.00

(R)-1-Boc-2-methyl-piperazine

  • CAS No. 170033-47-3

  • Cat. No. CS-B0412
  • Purity≥96%
  • MDL No.MFCD01862120

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

(R)-1-Boc-2-methyl-piperazine|CS-B0412

Structure of 170033-47-3

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General Information

  • CAS No. 170033-47-3
  • Cat. No. CS-B0412
  • Purity ≥96%
  • MDL No. MFCD01862120
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₂₀N₂O₂
  • Molecular Weight None
  • Synonym(s) (R)-1-N-Boc-2-methylpiperazine
  • SMILES O=C(OC(C)(C)C)N1[C@H](C)CNCC1

Description

(R)-1-Boc-2-methyl-piperazine features a chiral piperazine core with a Boc-protected amine and a methyl group at the 2-position, enabling selective functionalization in asymmetric synthesis. This bench-stable derivative facilitates efficient access to complex nitrogen-containing scaffolds in medicinal chemistry and peptide conjugation workflows.

Application

(R)-1-Boc-2-methyl-piperazine serves as a stereochemically defined building block for the synthesis of bioactive molecules, enabling efficient access to chiral piperazine-containing scaffolds. Its Boc group provides orthogonal protection and facilitates mild deprotection under acidic conditions, while the 2-methyl substituent enhances metabolic stability and modulates basicity. The compound exhibits excellent bench stability and compatibility with standard coupling reactions, making it ideal for medicinal chemistry campaigns requiring precise stereocontrol and functional group tolerance.

Synthesis

  • Route1
    • (R)-Tert-butyl 4-benzyl-2-methylpiperazine-1-carboxylate|CS-0742227
      170033-58-6
    • ~83%
    • In-stock
      (R)-1-Boc-2-methyl-piperazine|CS-B0412
      170033-47-3

    References

    • Mickelson, John W.; Belonga, Kenneth L.; Jacobsen, Jon E. Journal of Organic Chemistry, 1995 , vol. 60, # 13 p. 4177 - 4183
  • Route2
    • (R)-1-Boc-4-Cbz-2-Methylpiperazine|CS-0059831
      1217684-73-5
    • ~%
    • In-stock
      (R)-1-Boc-2-methyl-piperazine|CS-B0412
      170033-47-3

    References

    • WO2005/66139 A2, ; Page/Page column 134-135 ; WO 2005/066139 A2
  • Route3
    • (3R)-1-Benzyl-3-methylpiperazine|CS-0183091
      132871-11-5
    • ~%
    • In-stock
      (R)-1-Boc-2-methyl-piperazine|CS-B0412
      170033-47-3

    References

    • Synthetic Communications, , vol. 34, # 22 p. 4111 - 4118

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   41.57
  • LogP   1.2152
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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