Fmoc-D-Phe(4-F)-OH

Name: Fmoc-D-Phe(4-F)-OH
Brand: ChemScene
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CAS No. 177966-64-2
Cat. No. CS-W009712
Purity≥97%
MDL No.MFCD00235900

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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+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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General Information

CAS No. 177966-64-2
Cat. No. CS-W009712
Purity ≥97%
MDL No. MFCD00235900
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₀FNO₄
Molecular Weight 405.42
Synonym(s) None
SMILES O=C(O)[C@@H](CC1=CC=C(F)C=C1)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Description

Fmoc-D-Phe(4-F)-OH is a fluorinated, D-configured amino acid derivative designed for peptide synthesis. The para-fluoro substitution enhances electron-withdrawing effects and metabolic stability, while the Fmoc protecting group enables efficient N-terminal capping under standard coupling conditions. This compound integrates readily into complex sequences requiring stereochemical control and resistance to enzymatic degradation.

Application

Fmoc-D-Phe(4-F)-OH serves as a valuable building block in peptide synthesis, enabling the incorporation of fluorinated D-phenylalanine residues with enhanced metabolic stability and improved membrane permeability. The 4-fluoro substituent provides favorable electronic effects and ortho-directing capability in subsequent modifications, while the Fmoc group ensures efficient protection and orthogonal deprotection under standard conditions. This compound exhibits excellent bench stability, ease of handling, and compatibility with solid-phase and solution-phase methodologies.

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

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Computational Chemistry Data

TPSA 75.63
LogP 4.3601
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Building Blocks Functional Group Fmoc

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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Fmoc-D-Phe(4-F)-OH

CAS No. 177966-64-2

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