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

Name: Boc-D-Phe(4-I)-OH
Brand: ChemScene
Availability: InStock
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CAS No. 176199-35-2
Cat. No. CS-W011727
Purity≥97%
MDL No.MFCD00079670

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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+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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*For research and further manufacturing use only, not for direct human use.

Structure of 176199-35-2

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Description

Boc-D-Phe(4-I)-OH features a para-iodinated phenylalanine residue with a tert-butoxycarbonyl (Boc) protecting group, enabling straightforward incorporation into peptide chains under standard coupling conditions. The electron-withdrawing iodine substituent enhances reactivity in late-stage functionalization, while the D-stereochemistry provides resistance to proteolytic degradation. This derivative serves as a stable building block for bioactive peptide synthesis.

Application

Boc-D-Phe(4-I)-OH serves as a versatile building block for the synthesis of D-phenylalanine derivatives bearing a para-iodinated aromatic ring. The Boc group provides excellent stability and ease of removal under mild acidic conditions, while the iodine substituent enables facile late-stage functionalization via cross-coupling reactions. This compound is particularly valuable in peptide-based drug discovery and medicinal chemistry campaigns requiring orthogonally derivatizable aryl side chains.

General Information

CAS No. 176199-35-2
Cat. No. CS-W011727
Purity ≥97%
MDL No. MFCD00079670
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈INO₄
Molecular Weight 391.20
Synonym(s) None
SMILES O=C(O)[C@@H](CC1=CC=C(I)C=C1)NC(OC(C)(C)C)=O

Computational Chemistry Data

TPSA 75.63
LogP 2.8116
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

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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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 Unnatural Amino Acid Derivatives

Key Words

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

CAS No. 176199-35-2

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