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

CAS No. 288617-77-6
Cat. No. CS-W020177
Purity≥96%
MDL No.MFCD09879889

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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.

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

Computational Chemistry Data

TPSA 75.63
LogP 4.7247
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 8

Safety Information

Download SDS

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

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Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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

CAS No. 288617-77-6

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