H-D-Phe(4-F)-OH

Name: H-D-Phe(4-F)-OH
Brand: ChemScene
Availability: InStock
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CAS No. 18125-46-7
Cat. No. CS-W015995
Purity≥98%
MDL No.MFCD00063063

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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 18125-46-7

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General Information

CAS No. 18125-46-7
Cat. No. CS-W015995
Purity ≥98%
MDL No. MFCD00063063
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀FNO₂
Molecular Weight 183.18
Synonym(s) None
SMILES O=C(O)[C@H](N)CC1=CC=C(F)C=C1

Description

H-D-Phe(4-F)-OH is a fluorinated analog of D-phenylalanine, featuring a para-fluoro substituent that enhances metabolic stability and modulates receptor affinity. This bench-stable derivative integrates readily into peptide sequences, offering improved bioavailability in bioactive oligopeptides.

Application

H-D-Phe(4-F)-OH serves as a valuable building block in peptide synthesis, enabling the incorporation of a fluorinated phenylalanine residue with enhanced metabolic stability and modulated hydrophobicity. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient incorporation into bioactive peptides, particularly in medicinal chemistry campaigns targeting G-protein-coupled receptors and enzyme inhibitors.

Synthesis

Route1
- 654054-42-9
- ~90%
- In-stock
  
  18125-46-7
References
- Maguire, Naomi E.; McLaren, Andrew B.; Sweeney Synlett, 2003 , # 12 p. 1898 - 1900
Route2
- In-stock
  
  51-65-0
- ~47%
- In-stock
  
  18125-46-7
References
- Zhang, Zizhang Tetrahedron Letters, 2008 , vol. 49, # 45 p. 6468 - 6470
Route3
- In-stock
  
  51-65-0
- In-stock
  
  103-81-1
- ~%
- 103-82-2
- 1339029-08-1
- In-stock
  
  18125-46-7
References
- Tetrahedron Letters, , vol. 52, # 41 p. 5398 - 5402

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 63.32
LogP 0.7801
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids non-Proteinogenic Amino Acids

Key Words

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H-D-Phe(4-F)-OH

CAS No. 18125-46-7

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