Fmoc-Phe(4-Br)-OH

Name: Fmoc-Phe(4-Br)-OH
Brand: ChemScene
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CAS No. 198561-04-5
Cat. No. CS-W014442
Purity≥97%
MDL No.MFCD00273460

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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+
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Structure of 198561-04-5

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General Information

CAS No. 198561-04-5
Cat. No. CS-W014442
Purity ≥97%
MDL No. MFCD00273460
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₀BrNO₄
Molecular Weight 466.32
Synonym(s) None
SMILES O=C(O)[C@H](CC1=CC=C(Br)C=C1)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Description

Fmoc-Phe(4-Br)-OH is a sterically hindered, electron-deficient phenylalanine derivative featuring a para-brominated aromatic ring. This modification enhances stability and alters electronic properties for use in peptide synthesis. The Fmoc group enables efficient N-terminal protection, while the bromine substituent supports downstream functionalization via cross-coupling reactions.

Application

Fmoc-Phe(4-Br)-OH serves as a valuable building block in peptide synthesis, enabling the incorporation of para-bromophenylalanine into peptide chains. The Fmoc group provides orthogonal protection for the amine, while the 4-bromo substituent offers a handle for subsequent functionalization via palladium-catalyzed cross-coupling reactions. This derivative exhibits excellent bench stability and compatibility with standard coupling protocols, facilitating efficient synthesis of complex peptides and diversification of peptidomimetic scaffolds.

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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Computational Chemistry Data

TPSA 75.63
LogP 4.9835
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Chemical Synthesis Synthetic Reagents Protection, Deprotection, Derivatization Protecting and Derivatizing Reagents

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Fmoc-Phe(4-Br)-OH

CAS No. 198561-04-5

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