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CS-W001157 4
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(S)-1-Boc-Alpha-(Fmoc-Amino)-4-Piperidinebutanoic acid

  • CAS No. 313052-18-5

  • Cat. No. CS-0439474
  • Purity≥98%
  • MDL No.None

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

(S)-1-Boc-Alpha-(Fmoc-Amino)-4-Piperidinebutanoic acid|CS-0439474

Structure of 313052-18-5

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General Information

  • CAS No. 313052-18-5
  • Cat. No. CS-0439474
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₉H₃₆N₂O₆
  • Molecular Weight 508.61
  • Synonym(s) (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(1-(tert-butoxycarbonyl)piperidin-4-yl)butanoic acid
  • SMILES C(OC(N[C@@H](CCC1CCN(C(OC(C)(C)C)=O)CC1)C(O)=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3

Description

(S)-1-Boc-Alpha-(Fmoc-Amino)-4-Piperidinebutanoic acid features a chiral piperidine scaffold with orthogonal protecting groups: a Boc group at the amine and an Fmoc moiety on the alpha position. This bifunctional building block enables seamless incorporation into peptide chains via solid-phase synthesis, where the Fmoc group permits selective deprotection under mild basic conditions, while the Boc-protected amine remains stable. The piperidine ring imparts conformational rigidity, enhancing structural precision in macrocyclic or peptidomimetic architectures. Designed for high compatibility with standard coupling protocols, this intermediate streamlines access to complex bioactive molecules.

Application

(S)-1-Boc-α-(Fmoc-amino)-4-piperidinebutanoic acid serves as a versatile building block for the synthesis of peptidomimetics and bioactive heterocycles. The Boc and Fmoc groups provide orthogonal protection for amine functionalities, enabling sequential coupling in solid-phase and solution-phase syntheses. The piperidinebutanoic acid scaffold offers structural rigidity and favorable pharmacophore characteristics, facilitating integration into diverse API candidates through standard amide bond formation and cyclization protocols.

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   105.17
  • LogP   5.4056
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   7

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