Fmoc-(RS)-3-amino-3-(4-nitrophenyl)-propionic acid

Name: Fmoc-(RS)-3-amino-3-(4-nitrophenyl)-propionic acid
Brand: ChemScene
Availability: InStock
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CAS No. 273920-31-3
Cat. No. CS-0182708
Molecule weight432.43
Purity≥98%
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+
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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Fmoc-(RS)-3-amino-3-(4-nitrophenyl)-propionic acid|CS-0182708

Structure of 273920-31-3

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General Information

CAS No. 273920-31-3
Cat. No. CS-0182708
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₀N₂O₆
Molecular Weight 432.43
Synonym(s) None
SMILES O=C(O)CC(NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C4=CC=C([N+]([O-])=O)C=C4

Description

Fmoc-(RS)-3-amino-3-(4-nitrophenyl)-propionic acid is a chiral, electron-deficient amino acid derivative featuring a para-nitrophenyl group that enhances reactivity in coupling processes. This Fmoc-protected building block integrates readily into peptide chains under standard conditions, offering improved solubility and stability during synthesis workflows.

Application

Fmoc-(RS)-3-amino-3-(4-nitrophenyl)-propionic acid serves as a versatile building block for peptide synthesis and bioconjugation, enabling the incorporation of electron-deficient aromatic side chains. The Fmoc group ensures orthogonal protection during solid-phase peptide synthesis, while the 4-nitrophenyl moiety provides a handle for further derivatization via nucleophilic substitution or metal-catalyzed coupling. Its bench-stable nature and compatibility with standard purification methods facilitate reliable use in medicinal chemistry campaigns.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 118.77
LogP 4.6493
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 7

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

Key Words

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Fmoc-(RS)-3-amino-3-(4-nitrophenyl)-propionic acid

CAS No. 273920-31-3

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