Fmoc-(S)-3-Amino-4-(4-nitro-phenyl)-butyric acid

Name: Fmoc-(S)-3-Amino-4-(4-nitro-phenyl)-butyric acid
Brand: ChemScene
Availability: InStock
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CAS No. 270062-88-9
Cat. No. CS-0062158
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Fmoc-(S)-3-Amino-4-(4-nitro-phenyl)-butyric acid|CS-0062158

Structure of 270062-88-9

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General Information

CAS No. 270062-88-9
Cat. No. CS-0062158
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₂N₂O₆
Molecular Weight 446.45
Synonym(s) (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(4-nitrophenyl)butanoic acid
SMILES O=[N+]([O-])C=1C=CC(=CC1)C[C@@H](CC(O)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O

Description

Fmoc-(S)-3-Amino-4-(4-nitro-phenyl)-butyric acid features a para-nitro-substituted phenyl group that enhances electron withdrawal, enabling efficient incorporation into peptide chains. The Fmoc protecting group ensures orthogonal deprotection during solid-phase synthesis. This building block integrates seamlessly into bioactive peptides requiring aromatic and electron-deficient functionalities.

Application

Fmoc-(S)-3-Amino-4-(4-nitrophenyl)butyric acid serves as a versatile building block for the synthesis of bioactive peptides and peptidomimetics. The Fmoc group enables efficient solid-phase peptide synthesis, while the pendant 4-nitrophenyl moiety provides a robust handle for further functionalization via palladium-catalyzed cross-coupling reactions. Its stability under standard SPPS conditions and ease of purification make it well-suited for iterative synthetic workflows in medicinal chemistry and combinatorial library development.

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-P330-P363-P501

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Computational Chemistry Data

TPSA 118.77
LogP 4.5193
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 8

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Fmoc-(S)-3-Amino-4-(4-nitro-phenyl)-butyric acid

CAS No. 270062-88-9

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