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CS-W001157 4
Total: USD 88.00

Boc-Piperazine-OH

  • CAS No. 77279-24-4

  • Cat. No. CS-W009135
  • Purity≥98%
  • MDL No.MFCD00728947

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

Boc-Piperazine-OH|CS-W009135

Structure of 77279-24-4

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General Information

  • CAS No. 77279-24-4
  • Cat. No. CS-W009135
  • Purity ≥98%
  • MDL No. MFCD00728947
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₂N₂O₃
  • Molecular Weight 230.30
  • Synonym(s) None
  • SMILES OCCN1CCN(C(OC(C)(C)C)=O)CC1

Description

Boc-Piperazine-OH features a protected piperazine core with a terminal hydroxyl group, enabling direct incorporation into peptide and small-molecule scaffolds. The Boc group ensures stability during synthesis, while the OH moiety offers a handle for further derivatization under standard conditions. This compound serves as a key building block in medicinal chemistry campaigns targeting bioactive heterocycles.

Application

Boc-Piperazine-OH serves as a versatile building block in medicinal chemistry, enabling the efficient introduction of piperazine scaffolds into target molecules. The Boc group provides stable protection under standard conditions, facilitating orthogonal deprotection during multi-step synthesis. It exhibits excellent functional group tolerance and reacts reliably in amide coupling and nucleophilic substitution reactions, making it ideal for constructing bioactive compounds and API intermediates with predictable reactivity and ease of purification.

Synthesis

  • Route1
    • 1-(2-Hydroxyethyl)piperazine Dasatinib Impurity|CS-0228904
      103-76-4
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • ~99%
    • In-stock
      Boc-Piperazine-OH|CS-W009135
      77279-24-4

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH and CO. KG Patent: WO2006/107923 A1, 2006 ; Location in patent: Page/Page column 66 ;
  • Route2
    • 1-(2-Hydroxyethyl)piperazine Dasatinib Impurity|CS-0228904
      103-76-4
    • In-stock
      Di-tert-Butyl carbonate|CS-0146214
      34619-03-9
    • ~86%
    • In-stock
      Boc-Piperazine-OH|CS-W009135
      77279-24-4

    References

    • Hoffmann-La Roche Inc.; Hermann, Johannes Cornelius; Kuglstatter, Andreas; Lucas, Matthew C.; Padilla, Fernando; Wanner, Jutta; Zhang, Xiaohu Patent: US2013/109661 A1, 2013 ; Location in patent: Paragraph 0620-0621 ;
  • Route3
    • null|null
      540-51-2
    • N-Boc-piperazine Olaparib Impurity|CS-0214004
      57260-71-6
    • ~87%
    • In-stock
      Boc-Piperazine-OH|CS-W009135
      77279-24-4

    References

    • Hill, Pamela J.; Abibi, Ayome; Albert, Robert; Andrews, Beth; Gagnon, Moriah M.; Gao, Ning; Grebe, Tyler; Hajec, Laurel I.; Huang, Jian; Livchak, Stephania; Lahiri, Sushmita D.; McKinney, David C.; Thresher, Jason; Wang, Hongming; Olivier, Nelson; Buurman, Ed T. Journal of Medicinal Chemistry, 2013 , vol. 56, # 18 p. 7278 - 7288

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS09
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H410
Precautionary Statements : P264-P270-P273-P330-P391-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   53.01
  • LogP   0.5314
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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