(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-(trifluoromethyl)phenyl)propanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-(trifluoromethyl)phenyl)propanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 205526-27-8
Cat. No. CS-W011568
Purity≥95%
MDL No.MFCD00672555

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-(trifluoromethyl)phenyl)propanoic acid|CS-W011568

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Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-(trifluoromethyl)phenyl)propanoic acid is a chiral building block featuring a fluorenylmethoxycarbonyl (Fmoc) protecting group and a sterically hindered aromatic side chain. This configuration enables efficient coupling in peptide synthesis, where the Fmoc moiety facilitates selective N-terminal protection and orthogonal deprotection under mild basic conditions. The trifluoromethyl-substituted phenyl group enhances lipophilicity and metabolic stability, supporting applications in bioactive peptide design and medicinal chemistry.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-(trifluoromethyl)phenyl)propanoic acid serves as a robust chiral building block for peptide synthesis, offering high stereoselectivity and bench stability. The Fmoc group enables efficient deprotection under mild basic conditions, while the 3-(trifluoromethyl)phenyl side chain provides enhanced metabolic stability and lipophilicity—valuable traits in medicinal chemistry. Its compatibility with standard coupling protocols and ease of purification make it ideal for solid-phase and solution-phase peptide assembly.

General Information

CAS No. 205526-27-8
Cat. No. CS-W011568
Purity ≥95%
MDL No. MFCD00672555
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₀F₃NO₄
Molecular Weight 455.43
Synonym(s) N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-(trifluoromethyl)-L-phenylalanine
SMILES O=C(O)[C@H](CC1=CC=CC(C(F)(F)F)=C1)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Computational Chemistry Data

TPSA 75.63
LogP 5.2398
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 6

Safety Information

Download SDS

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-(trifluoromethyl)phenyl)propanoic acid

CAS No. 205526-27-8

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