H-Phe(3-CN)-OH

Name: H-Phe(3-CN)-OH
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 57213-48-6
Cat. No. CS-W015893
Purity≥96%
MDL No.MFCD01860885

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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. 57213-48-6
Cat. No. CS-W015893
Purity ≥96%
MDL No. MFCD01860885
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀N₂O₂
Molecular Weight 190.20
Synonym(s) None
SMILES N[C@H](C(O)=O)CC1=CC=CC(C#N)=C1

Description

H-Phe(3-CN)-OH is a synthetically accessible phenylalanine derivative featuring a para-cyano substituent on the aromatic ring. This electron-deficient aryl group enhances reactivity in coupling reactions and improves metabolic stability. The carboxylic acid terminus enables direct incorporation into peptides without additional protection, streamlining synthesis workflows in medicinal chemistry and peptide library development.

Application

H-Phe(3-CN)-OH serves as a versatile building block for peptide synthesis, featuring a meta-cyano substitution on the phenyl ring that enhances electronic modulation and metabolic stability. The cyano group enables subsequent transformations such as amidation or hydrolysis to carboxylic acid derivatives, while maintaining compatibility with standard Fmoc-based solid-phase protocols. Bench-stable and readily purified by recrystallization or chromatography, it facilitates efficient access to bioactive peptides and heterocyclic scaffolds in medicinal chemistry campaigns.

Synthesis

Route1
- 367272-51-3
- ~33%
- In-stock
  
  57213-48-6
References
- WILEX AG Patent: WO2004/103984 A1, 2004 ; Location in patent: Page/Page column 12 ; WO 2004/103984 A1
Route2
- 367272-51-3
- ~%
- 367453-00-7
- In-stock
  
  57213-48-6
References
- WO2006/42678 A1, ; Page/Page column 11-12 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 3439
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H302+H312-H332
Precautionary Statements : P261-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 87.11
LogP 0.51268
H_Acceptors 3
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 Amino Acid Derivatives

Key Words

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H-Phe(3-CN)-OH

CAS No. 57213-48-6

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