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

Name: Fmoc-D-Phe(4-Br)-OH
Brand: ChemScene
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CAS No. 198545-76-5
Cat. No. CS-W009382
Purity≥98%
MDL No.MFCD00273459

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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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Structure of 198545-76-5

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General Information

CAS No. 198545-76-5
Cat. No. CS-W009382
Purity ≥98%
MDL No. MFCD00273459
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₀BrNO₄
Molecular Weight 466.32
Synonym(s) None
SMILES O=C([C@H](NC(OCC1C2=CC=CC=C2C3=CC=CC=C13)=O)CC4=CC=C(C=C4)Br)O

Description

Fmoc-D-Phe(4-Br)-OH features a para-brominated phenyl ring that enhances electronic modulation in peptide synthesis. This bench-stable derivative integrates readily into solid-phase workflows, offering improved solubility and compatibility with standard coupling protocols. The Fmoc protecting group enables efficient deprotection under mild basic conditions.

Application

Fmoc-D-Phe(4-Br)-OH serves as a key building block for the synthesis of peptide conjugates and peptidomimetics, leveraging the ortho-directed functionalization potential of the 4-bromophenyl side chain. The Fmoc group enables efficient N-terminal protection in solid-phase peptide synthesis, while the bromine substituent provides a versatile handle for palladium-catalyzed cross-coupling reactions, facilitating the construction of complex aromatic scaffolds. This derivative exhibits excellent bench stability, compatibility with standard coupling conditions, and ease of purification, making it a practical choice for medicinal chemistry and macrocyclic peptide applications.

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

Quality Control

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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

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-Br)-OH

CAS No. 198545-76-5

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