Benzoyl-L-phenylalanine

Name: Benzoyl-L-phenylalanine
Brand: ChemScene
Availability: InStock
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CAS No. 2566-22-5
Cat. No. CS-0065813
Purity≥98%
MDL No.MFCD00063153

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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. 2566-22-5
Cat. No. CS-0065813
Purity ≥98%
MDL No. MFCD00063153
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₁₅NO₃
Molecular Weight 269.30
Synonym(s) N-Benzoyl-L-phenylalanine; Bz-L-Phe-OH
SMILES O=C([C@@H](NC(C1=CC=CC=C1)=O)CC2=CC=CC=C2)O

Description

Benzoyl-L-phenylalanine features a protected phenylalanine scaffold with a benzoyl group at the α-amino position, enabling direct incorporation into peptide synthesis without side-chain modification. This derivative maintains stability under standard bench conditions and facilitates efficient coupling reactions in solid-phase and solution-phase workflows.

Application

Benzoyl-L-phenylalanine serves as a stable, bench-ready amino acid derivative enabling efficient peptide coupling and heterocycle synthesis. Its well-defined reactivity facilitates straightforward N-acylation and orthogonal protection strategies in complex molecule assembly. The aromatic benzoyl group enhances solubility and simplifies purification, making it a practical building block for medicinal chemistry and API intermediate development.

Synthesis

Route1
- 63-91-2
- 98-88-4
- ~98%
- In-stock
  
  2566-22-5
References
- Ducki, Sylvie; Hadfield, John A.; Zhang, Xiuguo; Lawrence, Nicholas J.; McGown, Alan T. Planta Medica, 1996 , vol. 62, # 3 p. 277 - 278
Route2
- 26348-47-0
- ~99%
- In-stock
  
  2566-22-5
References
- THE PENN STATE RESEARCH FOUNDATION Patent: EP918781 B1, 2004 ; Location in patent: Page 8 ;
Route3
- 3005-61-6
- ~%
- In-stock
  
  2566-22-5
References
- Bioorganic and Medicinal Chemistry, , vol. 18, # 2 p. 887 - 895

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 66.4
LogP 2.1123
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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

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

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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Benzoyl-L-phenylalanine

CAS No. 2566-22-5

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