Fmoc-D-Phe(3,4-DiCl)-OH

Name: Fmoc-D-Phe(3,4-DiCl)-OH
Brand: ChemScene
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CAS No. 177966-58-4
Cat. No. CS-W011566
Purity≥98%
MDL No.MFCD00273472

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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. 177966-58-4
Cat. No. CS-W011566
Purity ≥98%
MDL No. MFCD00273472
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₁₉Cl₂NO₄
Molecular Weight 456.32
Synonym(s) None
SMILES O=C([C@@H](CC1=CC=C(C(Cl)=C1)Cl)NC(OCC2C3=C(C=CC=C3)C4=C2C=CC=C4)=O)O

Description

Fmoc-D-Phe(3,4-DiCl)-OH is a sterically hindered, electron-deficient amino acid derivative designed for solid-phase peptide synthesis. The 3,4-dichlorophenyl side chain imparts enhanced hydrophobicity and metabolic stability, while the Fmoc protecting group enables efficient N-terminal coupling under standard conditions. This variant facilitates incorporation of D-phenylalanine analogs with improved resistance to enzymatic degradation in bioactive peptide sequences.

Application

Fmoc-D-Phe(3,4-DiCl)-OH serves as a robust building block for peptide synthesis, featuring a D-configured phenylalanine residue with 3,4-dichlorophenyl substituents. The Fmoc group enables efficient orthogonal protection for amine-directed coupling, while the electron-withdrawing dichlorophenyl ring enhances metabolic stability and modulates lipophilicity. This derivative exhibits excellent bench stability, facilitates straightforward purification, and is compatible with standard solid-phase and solution-phase protocols.

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

Quality Control

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Computational Chemistry Data

TPSA 75.63
LogP 5.5278
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

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Fmoc-D-Phe(3,4-DiCl)-OH

CAS No. 177966-58-4

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