Fmoc-(R)-3-amino-3-(3-trifluoromethylphenyl)-propionic acid

Name: Fmoc-(R)-3-amino-3-(3-trifluoromethylphenyl)-propionic acid
Brand: ChemScene
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CAS No. 517905-87-2
Cat. No. CS-0182710
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Fmoc-(R)-3-amino-3-(3-trifluoromethylphenyl)-propionic acid|CS-0182710

Structure of 517905-87-2

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General Information

CAS No. 517905-87-2
Cat. No. CS-0182710
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₀F₃NO₄
Molecular Weight 455.43
Synonym(s) Fmoc-R-3-Amino-3-(3-trifluoromethyl-phenyl)-propionic acid
SMILES OC(C[C@H](C1=CC(C(F)(F)F)=CC=C1)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)=O

Description

Fmoc-(R)-3-amino-3-(3-trifluoromethylphenyl)-propionic acid is a sterically hindered, bench-stable amino acid derivative featuring a trifluoromethyl-substituted aromatic ring. This electron-deficient phenyl group enhances metabolic stability and modulates lipophilicity. The Fmoc protecting group enables efficient solid-phase peptide synthesis, while the chiral (R)-configuration ensures stereochemical fidelity in sequence assembly.

Application

Fmoc-(R)-3-amino-3-(3-trifluoromethylphenyl)-propionic acid serves as a valuable building block for peptide synthesis, enabling the incorporation of a sterically hindered, electron-deficient aromatic side chain. The Fmoc group ensures orthogonal protection for the amine, while the trifluoromethylphenyl moiety imparts enhanced metabolic stability and lipophilicity—key attributes in medicinal chemistry lead optimization. This amino acid derivative exhibits excellent bench stability, facilitates straightforward purification, and participates reliably in standard coupling 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

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Computational Chemistry Data

TPSA 75.63
LogP 5.7599
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Fmoc-(R)-3-amino-3-(3-trifluoromethylphenyl)-propionic acid

CAS No. 517905-87-2

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