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

Name: Boc-D-Phe(4-I)-OH
Brand: ChemScene
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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+

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Structure of 176199-35-2

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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

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.

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 2.8116
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

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

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

CAS No. 176199-35-2

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