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

Name: Fmoc-D-Phe(4-I)-OH
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CAS No. 205526-29-0
Cat. No. CS-W016744
Molecule weight513.32
Purity≥97%
MDL No.MFCD00672557

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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. 205526-29-0
Cat. No. CS-W016744
Purity ≥97%
MDL No. MFCD00672557
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₀INO₄
Molecular Weight 513.32
Synonym(s) None
SMILES O=C(N[C@@H](C(O)=O)CC1=CC=C(I)C=C1)OCC2C3=CC=CC=C3C4=CC=CC=C42

Description

Fmoc-D-Phe(4-I)-OH features a fluorinated benzyl moiety with a para-iodine substituent, enhancing electron-withdrawing character and facilitating downstream functionalization. This bench-stable derivative enables efficient incorporation into peptide chains via standard coupling protocols, offering improved solubility and reduced aggregation during synthesis.

Application

Fmoc-D-Phe(4-I)-OH serves as a valuable building block in peptide synthesis, enabling the incorporation of D-phenylalanine with a para-iodinated aromatic ring. The Fmoc group provides orthogonal protection for amine functionality, while the iodophenyl side chain offers a versatile handle for subsequent cross-coupling reactions. 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 : GHS05
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 4.8256
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 Unnatural Amino Acid Derivatives

Key Words

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

CAS No. 205526-29-0

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