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CS-W001157 4
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Benzyl 4-iodopiperidine-1-carboxylate

  • CAS No. 885275-00-3

  • Cat. No. CS-W006399
  • Molecule weight345.18
  • Purity≥95%
  • MDL No.MFCD04115043

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

Benzyl 4-iodopiperidine-1-carboxylate|CS-W006399

Structure of 885275-00-3

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General Information

  • CAS No. 885275-00-3
  • Cat. No. CS-W006399
  • Purity ≥95%
  • MDL No. MFCD04115043
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₆INO₂
  • Molecular Weight 345.18
  • Synonym(s) 1-Piperidinecarboxylicacid, 4-iodo-, phenylmethyl ester
  • SMILES O=C(N1CCC(I)CC1)OCC2=CC=CC=C2

Description

Benzyl 4-iodopiperidine-1-carboxylate features a reactive iodide at the piperidine ring's 4-position, enabling efficient cross-coupling transformations. The benzyl ester group provides solubility and stability under standard conditions, while the electron-deficient iodine facilitates palladium-catalyzed reactions. This compound serves as a key intermediate in the synthesis of bioactive nitrogen-containing architectures.

Application

Benzyl 4-iodopiperidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable iodo substituent. The benzyl ester group provides excellent bench stability and facilitates straightforward deprotection under standard hydrogenolysis conditions. Its functional group tolerance supports integration into complex molecular architectures, particularly for constructing piperidine-based scaffolds common in pharmaceutical research.

Synthesis

  • Route1
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    • In-stock
      Benzyl 4-iodopiperidine-1-carboxylate|CS-W006399
      885275-00-3

    References

    • Smith, Sean W.; Fu, Gregory C. Angewandte Chemie - International Edition, 2008 , vol. 47, # 48 p. 9334 - 9336

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   3.2226
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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