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(S)-1-Boc-3-hydroxymethyl-piperazine

  • CAS No. 314741-40-7

  • Cat. No. CS-D0660
  • Molecule weight216.28
  • Purity≥96%
  • MDL No.MFCD05863889

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

(S)-1-Boc-3-hydroxymethyl-piperazine|CS-D0660

Structure of 314741-40-7

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General Information

  • CAS No. 314741-40-7
  • Cat. No. CS-D0660
  • Purity ≥96%
  • MDL No. MFCD05863889
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₂₀N₂O₃
  • Molecular Weight 216.28
  • Synonym(s) (s)-Tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate
  • SMILES O=C(OC(C)(C)C)N1C[C@@H](CO)NCC1

Description

(S)-1-Boc-3-hydroxymethyl-piperazine features a chiral piperazine core with a Boc-protected amine and a pendant hydroxymethyl group, enabling selective functionalization in asymmetric synthesis. This bench-stable derivative integrates readily into complex molecular architectures, offering controlled reactivity for medicinal chemistry applications.

Application

(S)-1-Boc-3-hydroxymethyl-piperazine serves as a versatile chiral building block in medicinal chemistry, enabling the synthesis of piperazine-based scaffolds with defined stereochemistry. The Boc group provides stable protection of the primary amine, while the pendant hydroxymethyl functionality allows for selective derivatization via oxidation, etherification, or esterification. Its bench-stable nature and compatibility with standard coupling and reduction protocols facilitate efficient route design for API intermediates and target-oriented synthesis.

Synthesis

  • Route1

    References

    • US2003/203917 A1, ; US 20030203917 A1
  • Route2

    References

    • WO2009/71658 A1, ; Page/Page column 28 ; WO 2009/071658 A1
  • Route3
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • (S)-Piperazin-2-ylmethanol|CS-0112095
      126872-94-4
    • ~%
    • In-stock
      (S)-1-Boc-3-hydroxymethyl-piperazine|CS-D0660
      314741-40-7

    References

    • WO2008/89005 A2, ; Page/Page column 222-223 ; WO 2008/089005 A2

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

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Computational Chemistry Data

  • TPSA   61.8
  • LogP   0.1876
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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