Fmoc-4-trifluoromethyl-L-homophenylalanine

Name: Fmoc-4-trifluoromethyl-L-homophenylalanine
Brand: ChemScene
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CAS No. 1260591-49-8
Cat. No. CS-0438530
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-4-trifluoromethyl-L-homophenylalanine|CS-0438530

Structure of 1260591-49-8

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Description

Fmoc-4-trifluoromethyl-L-homophenylalanine integrates a trifluoromethyl-substituted aromatic ring and a robust Fmoc protecting group, enabling direct incorporation into peptide chains under standard SPPS conditions. This sterically defined residue enhances membrane permeability and metabolic stability in bioactive sequences.

Application

Fmoc-4-trifluoromethyl-L-homophenylalanine serves as a valuable building block in peptide synthesis, offering enhanced hydrophobicity and metabolic stability due to the trifluoromethyl group. Its Fmoc protection enables efficient solution-phase and solid-phase coupling, while the homophenylalanine backbone provides a rigid aromatic spacer. The compound exhibits excellent bench stability, compatibility with standard deprotection conditions, and facilitates incorporation into bioactive peptides requiring improved membrane permeability and resistance to oxidative metabolism.

General Information

CAS No. 1260591-49-8
Cat. No. CS-0438530
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₂F₃NO₄
Molecular Weight 469.45
Synonym(s) (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-[4-(trifluoromethyl)phenyl]butanoic acid
SMILES FC(F)(F)C(C=C1)=CC=C1CC[C@@H](C(O)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=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 : H302-H315-H319-H335
Precautionary Statements : P280-P302+P352

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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 Amino Acid Derivatives

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Fmoc-4-trifluoromethyl-L-homophenylalanine

CAS No. 1260591-49-8

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