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CS-W001157 4
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(R)-Benzyl 3-aminopiperidine-1-carboxylate

  • CAS No. 1044560-96-4

  • Cat. No. CS-W003252
  • Purity≥95%
  • MDL No.MFCD05864625

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

(R)-Benzyl 3-aminopiperidine-1-carboxylate|CS-W003252

Structure of 1044560-96-4

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General Information

  • CAS No. 1044560-96-4
  • Cat. No. CS-W003252
  • Purity ≥95%
  • MDL No. MFCD05864625
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈N₂O₂
  • Molecular Weight 234.29
  • Synonym(s) (R)-1-Cbz-3-aminopiperidine
  • SMILES N[C@@H]1CCCN(C1)C(=O)OCc1ccccc1

Description

(R)-Benzyl 3-aminopiperidine-1-carboxylate features a chiral piperidine core with a strategically positioned amino group, enabling direct functionalization in asymmetric synthesis. The benzyl ester moiety offers enhanced stability and solubility under standard reaction conditions, facilitating efficient incorporation into complex molecular architectures. This configuration supports high diastereoselectivity in downstream transformations.

Application

(R)-Benzyl 3-aminopiperidine-1-carboxylate serves as a versatile chiral building block in medicinal chemistry, enabling efficient access to piperidine-based scaffolds. Its amine and ester functionalities support diverse transformations, including reductive amination, acylation, and coupling reactions. The (R)-configuration provides stereochemical control for targeted synthesis of bioactive molecules. Bench-stable and readily purified, it functions effectively in standard peptide and small-molecule synthesis workflows.

Synthesis

  • Route1

    References

    • EP2119702 A1, ; Page/Page column 109 ;

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   55.56
  • LogP   1.7463
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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