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CS-W001157 4
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Benzyl 3-(hydroxymethyl)piperidine-1-carboxylate

  • CAS No. 39945-51-2

  • Cat. No. CS-W012658
  • Purity≥96%
  • MDL No.None

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

Benzyl 3-(hydroxymethyl)piperidine-1-carboxylate|CS-W012658

Structure of 39945-51-2

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General Information

  • CAS No. 39945-51-2
  • Cat. No. CS-W012658
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉NO₃
  • Molecular Weight 249.31
  • Synonym(s) N-Cbz-3-hydroxymethylpiperidine
  • SMILES O=C(N1CC(CO)CCC1)OCC2=CC=CC=C2

Description

Benzyl 3-(hydroxymethyl)piperidine-1-carboxylate features a piperidine core bearing a hydroxymethyl group and a benzyl ester, enabling facile deprotection and functionalization. This scaffold integrates readily into complex molecular architectures, offering controlled access to amine-functionalized intermediates under standard conditions.

Application

Benzyl 3-(hydroxymethyl)piperidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to piperidine-based scaffolds. The benzyloxycarbonyl (Cbz) group provides stable protection under standard conditions, while the primary hydroxymethyl functionality facilitates selective derivatization via oxidation, etherification, or substitution reactions. Its bench-stable nature and compatibility with common coupling protocols make it ideal for multi-step synthesis of bioactive molecules and API intermediates.

Synthesis

  • Route1
    • 1-Benzyl 3-ethyl (R)-piperidine-1,3-dicarboxylate|CS-0452542
      435275-85-7
    • In-stock
      Benzyl 2-formylpiperidine-1-carboxylate|CS-0313320
      105706-76-1
    • ~65%
    • In-stock
      Benzyl 3-(hydroxymethyl)piperidine-1-carboxylate|CS-W012658
      39945-51-2

    References

    • Aquila, Brian M.; Bannister, Thomas D.; Cuny, Gregory C.; Hauske, James R.; Heffernan, Michele L.R.; Hoemann, Michael Z.; Kessler, Donald W.; Shao, Liming; Wu, Xinhe; Xie, Roger L. Patent: US2002/177721 A1, 2002 ;
  • Route2

    References

    • Fushiya, Shinji; Kanazawa, Toshiyuki; Nozoe, Shigeo Bioorganic and Medicinal Chemistry, 1997 , vol. 5, # 11 p. 2089 - 2094
  • Route3

    References

    • Merck and Co., Inc. Patent: US6329380 B1, 2001 ; US 6329380 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   49.77
  • LogP   2.0275
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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