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CS-W001157 4
Total: USD 88.00

Fmoc-(R)-2-(pentenyl)Ala-OH

  • CAS No. 288617-77-6

  • Cat. No. CS-W020177
  • Purity≥96%
  • MDL No.MFCD09879889

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

Fmoc-(R)-2-(pentenyl)Ala-OH|CS-W020177

Structure of 288617-77-6

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General Information

  • CAS No. 288617-77-6
  • Cat. No. CS-W020177
  • Purity ≥96%
  • MDL No. MFCD09879889
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₃H₂₅NO₄
  • Molecular Weight 379.45
  • Synonym(s) None
  • SMILES C=CCCC[C@@](C(O)=O)(C)NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O

Description

Fmoc-(R)-2-(pentenyl)Ala-OH is a synthetically valuable amino acid derivative featuring a pendant pentenyl side chain. This functionalized residue integrates readily into peptide backbones under standard coupling conditions, enabling site-specific modifications via alkyne-azide or radical-based conjugation strategies. The Fmoc group ensures efficient protection during solid-phase synthesis, while the (R)-configuration maintains stereochemical integrity essential for bioactive peptide design.

Application

Fmoc-(R)-2-(pentenyl)Ala-OH serves as a versatile building block for peptide synthesis, enabling the incorporation of a strategically positioned alkenyl side chain. The Fmoc group provides orthogonal protection for amine functionality, while the (R)-configured 2-(pentenyl)alanine moiety offers a stable, bench-friendly handle for subsequent transformations such as olefin metathesis or radical cyclization. Its compatibility with standard coupling protocols and ease of purification make it ideal for constructing complex peptide architectures and functionalized heterocyclic scaffolds in medicinal chemistry workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H410
Precautionary Statements : P273-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   4.7247
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   8

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