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(R)-3-Benzyl-1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid

  • CAS No. 339539-81-0

  • Cat. No. CS-M2148
  • Molecule weight319.40
  • Purity≥95%
  • MDL No.MFCD26960973

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

(R)-3-Benzyl-1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid|CS-M2148

Structure of 339539-81-0

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General Information

  • CAS No. 339539-81-0
  • Cat. No. CS-M2148
  • Purity ≥95%
  • MDL No. MFCD26960973
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₅NO₄
  • Molecular Weight 319.40
  • Synonym(s) 1,3-Piperidinedicarboxylic acid, 3-(phenylmethyl)-, 1-(1,1-dimethylethyl) ester, (3R)-
  • SMILES CC(C)(C)OC(N1CCC[C@@](C(O)=O)(CC2=CC=CC=C2)C1)=O

Description

This chiral piperidine derivative features a (R)-configured stereocenter and a tert-butoxycarbonyl-protected amine, enabling straightforward incorporation into peptide mimetics and bioactive scaffolds. The benzyl group enhances lipophilicity and provides a handle for further functionalization. Stable under standard bench conditions, this compound serves as a key intermediate in medicinal chemistry campaigns targeting GPCRs and kinase pathways.

Application

(R)-3-Benzyl-1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid serves as a versatile chiral building block for the synthesis of bioactive piperidine derivatives. The molecule combines a stereodefined tertiary amine center with orthogonal functional groups: the Boc-protected amine enables selective deprotection and coupling, while the benzylic side chain supports further functionalization. Its bench-stable nature and compatibility with standard peptide coupling and reduction protocols facilitate efficient access to complex heterocyclic scaffolds relevant to medicinal chemistry.

Safety Information

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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   66.84
  • LogP   3.331
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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