(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(3-(trifluoromethyl)phenyl)butanoic acid

Name: (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(3-(trifluoromethyl)phenyl)butanoic acid
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CAS No. 270065-78-6
Cat. No. CS-W016707
Purity≥98%
MDL No.MFCD01861068

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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(3-(trifluoromethyl)phenyl)butanoic acid|CS-W016707

Structure of 270065-78-6

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Description

This chiral building block features a fluorenylmethoxycarbonyl-protected amino acid bearing a trifluoromethyl-substituted phenyl group. The (S)-configuration ensures stereochemical fidelity in peptide synthesis, while the fluoren-9-ylmethoxy carbonyl moiety enables efficient orthogonal deprotection. This robust scaffold integrates seamlessly into complex molecular architectures requiring precise spatial control and enhanced stability under standard conditions.

Application

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(3-(trifluoromethyl)phenyl)butanoic acid serves as a robust chiral building block for peptide synthesis, enabling efficient incorporation of sterically hindered, electron-deficient arylalanine derivatives. The Fmoc group ensures stable protection under standard coupling conditions, while the trifluoromethylphenyl side chain enhances metabolic stability and modulates lipophilicity—ideal for medicinal chemistry campaigns targeting GPCR and kinase inhibitors. Bench-stable and readily purified by flash chromatography, it functions reliably in solid-phase and solution-phase workflows.

General Information

CAS No. 270065-78-6
Cat. No. CS-W016707
Purity ≥98%
MDL No. MFCD01861068
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₂F₃NO₄
Molecular Weight 469.45
Synonym(s) Fmoc-(S)-3-Amino-4-(3-trifluoromethyl-phenyl)-butyric acid
SMILES O=C(C[C@H](CC1=CC=CC(C(F)(F)F)=C1)NC(OCC2C3=C(C=CC=C3)C4=C2C=CC=C4)=O)O

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 Amine

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(3-(trifluoromethyl)phenyl)butanoic acid

CAS No. 270065-78-6

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