Fmoc-Phe(4-I)-OH

Name: Fmoc-Phe(4-I)-OH
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CAS No. 82565-68-2
Cat. No. CS-W014430
Purity≥96%
MDL No.MFCD00672340

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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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+
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Structure of 82565-68-2

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General Information

CAS No. 82565-68-2
Cat. No. CS-W014430
Purity ≥96%
MDL No. MFCD00672340
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([C@H](CC1=CC=C(I)C=C1)NC(OCC2C3=C(C=CC=C3)C4=C2C=CC=C4)=O)O

Description

Fmoc-Phe(4-I)-OH features a para-iodinated phenylalanine residue, enabling direct incorporation into peptide chains via standard coupling protocols. The electron-withdrawing iodine substituent enhances reactivity in amide bond formation and provides a handle for downstream modifications through cross-coupling chemistry. This derivative offers improved solubility and stability under routine synthesis conditions.

Synthesis

Route1
- In-stock
  
  82911-69-1
- 1991-81-7
- ~65%
- In-stock
  
  82565-68-2
References
- Tetrahedron, , vol. 63, # 28 p. 6577 - 6586
Route2
- 28920-43-6
- 1991-81-7
- ~92%
- In-stock
  
  82565-68-2
References
- Journal of Medicinal Chemistry, , vol. 25, # 10 p. 1209 - 1213
Route3
- 28920-43-6
- In-stock
  
  62561-75-5
- ~%
- In-stock
  
  82565-68-2
References
- Chemistry - A European Journal, , vol. 18, # 25 p. 7729 - 7737

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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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

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 Amino Acid Derivatives

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Fmoc-Phe(4-I)-OH

CAS No. 82565-68-2

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