Fmoc-R-3-amino-4-(3-trifluoromethylphenyl)-butyric acid

Name: Fmoc-R-3-amino-4-(3-trifluoromethylphenyl)-butyric acid
Brand: ChemScene
Availability: InStock
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CAS No. 269726-75-2
Cat. No. CS-0182720
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Fmoc-R-3-amino-4-(3-trifluoromethylphenyl)-butyric acid|CS-0182720

Structure of 269726-75-2

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Description

Fmoc-R-3-amino-4-(3-trifluoromethylphenyl)-butyric acid is a sterically hindered, electron-deficient amino acid derivative designed for peptide synthesis. The Fmoc group enables efficient N-terminal protection, while the trifluoromethylphenyl moiety imparts enhanced metabolic stability and lipophilic character. This building block facilitates the incorporation of challenging hydrophobic residues into bioactive sequences under standard coupling conditions.

Application

Fmoc-R-3-amino-4-(3-trifluoromethylphenyl)-butyric acid serves as a valuable building block for solid-phase peptide synthesis, enabling the incorporation of a hydrophobic, electron-deficient aromatic side chain. The Fmoc group provides orthogonal protection for the amine, while the trifluoromethylphenyl moiety enhances metabolic stability and lipophilicity—features advantageous in medicinal chemistry. This amino acid derivative exhibits excellent bench stability, facilitates straightforward purification, and participates reliably in standard coupling protocols across diverse peptide scaffolds.

General Information

CAS No. 269726-75-2
Cat. No. CS-0182720
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₂F₃NO₄
Molecular Weight 469.45
Synonym(s) (R)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(3-(trifluoromethyl)phenyl)butanoic acid
SMILES FC(F)(F)C1=CC=CC(C[C@H](CC(O)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)=C1

Computational Chemistry Data

TPSA 75.63
LogP 5.6299
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 7

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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Fmoc-R-3-amino-4-(3-trifluoromethylphenyl)-butyric acid

CAS No. 269726-75-2

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