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tert-Butyl 3-(2-hydroxyethyl)piperazine-1-carboxylate

  • CAS No. 1188265-73-7

  • Cat. No. CS-0079657
  • Purity≥95%
  • MDL No.MFCD13152268

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

tert-Butyl 3-(2-hydroxyethyl)piperazine-1-carboxylate|CS-0079657

Structure of 1188265-73-7

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General Information

  • CAS No. 1188265-73-7
  • Cat. No. CS-0079657
  • Purity ≥95%
  • MDL No. MFCD13152268
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₂N₂O₃
  • Molecular Weight 230.30
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CCNC(CCO)C1

Description

tert-Butyl 3-(2-hydroxyethyl)piperazine-1-carboxylate features a hydroxylated piperazine scaffold that enables direct functionalization in late-stage synthesis. The protected amine and pendant alcohol facilitate modular derivatization, while the tert-butyl group ensures stability under standard conditions. This bifunctional building block integrates seamlessly into medicinal chemistry campaigns requiring polar, flexible linkers.

Application

tert-Butyl 3-(2-hydroxyethyl)piperazine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling the efficient installation of piperazine scaffolds with orthogonal functionalization. The pendant hydroxyl group facilitates derivatization via esterification, etherification, or protection, while the tert-butyl carbamate ensures stability and ease of removal under mild acidic conditions. Its compatibility with standard coupling reactions and favorable solubility profile make it well-suited for both small-molecule synthesis and API intermediate development.

Synthesis

  • Route1

    References

    • MERCK SHARP and DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong Patent: WO2013/28474 A1, 2013 ; Location in patent: Page/Page column 49 ;

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

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Computational Chemistry Data

  • TPSA   61.8
  • LogP   0.5777
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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