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

Name: Fmoc-(R)-3-Amino-4-(4-nitro-phenyl)-butyric acid
Brand: ChemScene
Availability: InStock
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CAS No. 269398-78-9
Cat. No. CS-0062159
Purity≥98%
MDL No.None

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Fmoc-(R)-3-Amino-4-(4-nitro-phenyl)-butyric acid|CS-0062159

Structure of 269398-78-9

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Description

Fmoc-(R)-3-Amino-4-(4-nitro-phenyl)-butyric acid features a chiral amino acid scaffold with a para-nitrophenyl side chain, enabling efficient incorporation into peptide sequences. The Fmoc group ensures orthogonal protection for amine-directed coupling, while the electron-deficient nitroaromatic moiety supports downstream functionalization. This derivative combines synthetic robustness with precise structural control for advanced peptide synthesis.

Application

Fmoc-(R)-3-Amino-4-(4-nitrophenyl)butyric acid serves as a versatile building block for the synthesis of biologically relevant peptidomimetics and heterocyclic scaffolds. The Fmoc group enables efficient solid-phase peptide synthesis, while the pendant 4-nitrophenyl moiety provides a handle for downstream functionalization via palladium-catalyzed cross-coupling reactions. Its stability under standard synthetic conditions and compatibility with common protecting groups facilitate reliable purification and incorporation into complex molecular architectures.

General Information

CAS No. 269398-78-9
Cat. No. CS-0062159
Purity ≥98%
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) (R)-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

Computational Chemistry Data

TPSA 118.77
LogP 4.5193
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 8

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07,GHS09
Signal Word : Danger	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H302+H312-H315-H318-H411
Precautionary Statements : P264-P270-P273-P280-P302+P352-P330-P362+P364-P391-P501

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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

CAS No. 269398-78-9

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