Boc-3,5-diiodo-L-tyrosine

Name: Boc-3,5-diiodo-L-tyrosine
Brand: ChemScene
Availability: InStock
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CAS No. 62129-53-7
Cat. No. CS-0204686
Molecule weight533.10
Purity≥98%
MDL No.MFCD00058515

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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. 62129-53-7
Cat. No. CS-0204686
Purity ≥98%
MDL No. MFCD00058515
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₇I₂NO₅
Molecular Weight 533.10
Synonym(s) N-BOC-3,5-DIIODO-L-TYROSINE
SMILES C([C@H](NC(OC(C)(C)C)=O)C(O)=O)C1=CC(I)=C(O)C(I)=C1

Description

Boc-3,5-diiodo-L-tyrosine is a bench-stable, moisture-tolerant amino acid derivative featuring two iodine atoms at the 3 and 5 positions of the aromatic ring. This electron-deficient tyrosine analog integrates readily into peptide sequences, enabling site-specific radiolabeling or bioconjugation workflows. The Boc protecting group ensures compatibility with standard solid-phase synthesis protocols.

Application

Boc-3,5-diiodo-L-tyrosine serves as a stable, bench-ready building block for the synthesis of iodinated tyrosine-containing peptides and bioactive scaffolds. The Boc group provides orthogonal protection for the amine, enabling selective deprotection during peptide elongation. The 3,5-diiodo substitution pattern offers high functional group tolerance and facilitates downstream coupling reactions, including Pd-catalyzed cross-couplings, making it valuable in the construction of complex heterocyclic systems and radiolabeled probes.

Synthesis

Route1
- In-stock
  
  128781-80-6
- ~59%
- In-stock
  
  62129-53-7
References
- Chalker, Justin M.; Wood, Charlotte S. C.; Davis, Benjamin G. Journal of the American Chemical Society, 2009 , vol. 131, # 45 p. 16346 - 16347
Route2
- In-stock
  
  24424-99-5
- In-stock
  
  300-39-0
- ~%
- In-stock
  
  62129-53-7
References
- Bioorganic and Medicinal Chemistry, , vol. 16, # 2 p. 762 - 770
Route3
- 1070-19-5
- In-stock
  
  300-39-0
- ~50%
- In-stock
  
  62129-53-7
References
- Hruby; Sawyer; Yang; Bregman; Hadley; Heward Journal of Medicinal Chemistry, 1980 , vol. 23, # 12 p. 1432 - 1437

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 95.86
LogP 3.1218
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Phenol

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Tyrosine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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Boc-3,5-diiodo-L-tyrosine

CAS No. 62129-53-7

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