Fmoc-Phe(2-Br)-OH

Name: Fmoc-Phe(2-Br)-OH
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CAS No. 220497-47-2
Cat. No. CS-W011541
Purity≥96%
MDL No.MFCD01311743

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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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General Information

CAS No. 220497-47-2
Cat. No. CS-W011541
Purity ≥96%
MDL No. MFCD01311743
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(N[C@H](C(O)=O)CC1=CC=CC=C1Br)OCC2C3=CC=CC=C3C4=CC=CC=C42

Description

Fmoc-Phe(2-Br)-OH is a sterically hindered, electron-deficient phenylalanine derivative featuring a bromine substituent at the ortho position. This modification enhances its utility in peptide synthesis by improving coupling efficiency and reducing side reactions. The Fmoc group enables efficient, orthogonal protection for N-terminal amine handling under standard conditions.

Application

Fmoc-Phe(2-Br)-OH serves as a valuable building block in peptide synthesis, enabling the incorporation of ortho-bromophenylalanine into peptide sequences. The bromine substituent provides a handle for subsequent palladium-catalyzed cross-coupling reactions, facilitating late-stage diversification. Its Fmoc protection ensures compatibility with standard solid-phase synthesis protocols, while the side chain's stability and ease of purification support efficient workflow integration.

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 4.9835
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Bioactive Molecules Peptides

Building Blocks Functional Group Fmoc

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-Phe(2-Br)-OH

CAS No. 220497-47-2

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