Fmoc-S-3-amino-4-(4-cyanophenyl)-butyric acid

Name: Fmoc-S-3-amino-4-(4-cyanophenyl)-butyric acid
Brand: ChemScene
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CAS No. 270065-90-2
Cat. No. CS-0182729
Purity≥98%
MDL No.MFCD01861080

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FedEx Limited Quantities Ground	$0.00
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Fmoc-S-3-amino-4-(4-cyanophenyl)-butyric acid|CS-0182729

Structure of 270065-90-2

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Description

Fmoc-S-3-amino-4-(4-cyanophenyl)-butyric acid integrates a fluorinated benzyl-protected lysine surrogate with a para-cyanophenyl group, enabling site-specific conjugation in peptide synthesis. The electron-deficient aryl moiety enhances reactivity in coupling reactions, while the bench-stable Fmoc group ensures reliable handling under standard conditions.

Application

Fmoc-S-3-amino-4-(4-cyanophenyl)-butyric acid serves as a versatile building block for the synthesis of peptidomimetics and bioactive heterocycles. The Fmoc group enables efficient solid-phase peptide synthesis, while the pendant 4-cyanophenyl moiety provides a handle for palladium-catalyzed couplings and subsequent cyclization to access substituted indoles or other aromatic scaffolds. The amino and carboxylic acid functionalities offer orthogonal reactivity for conjugation and derivatization, with excellent bench stability and ease of purification.

General Information

CAS No. 270065-90-2
Cat. No. CS-0182729
Purity ≥98%
MDL No. MFCD01861080
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₂N₂O₄
Molecular Weight 426.46
Synonym(s) N-BETA-(9-FLUORENYLMETHOXYCARBONYL)-L-HOMO(4-CYANOPHENYL)ALANINE
SMILES N#CC(C=C1)=CC=C1C[C@@H](CC(O)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O

Computational Chemistry Data

TPSA 99.42
LogP 4.48278
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 7

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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Fmoc-S-3-amino-4-(4-cyanophenyl)-butyric acid

CAS No. 270065-90-2

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