Fmoc-(R)-3-amino-4-(3-chlorophenyl)-butyric acid

Name: Fmoc-(R)-3-amino-4-(3-chlorophenyl)-butyric acid
Brand: ChemScene
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CAS No. 331763-57-6
Cat. No. CS-0061694
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+
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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Fmoc-(R)-3-amino-4-(3-chlorophenyl)-butyric acid|CS-0061694

Structure of 331763-57-6

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General Information

CAS No. 331763-57-6
Cat. No. CS-0061694
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₂ClNO₄
Molecular Weight 435.90
Synonym(s) (R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(3-chlorophenyl)butanoic acid
SMILES ClC1=CC=CC(C[C@H](CC(O)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)=C1

Description

Fmoc-(R)-3-amino-4-(3-chlorophenyl)-butyric acid features a sterically hindered chiral center and a para-chlorophenyl moiety, enabling selective incorporation into peptide chains. The Fmoc group ensures efficient N-terminal protection during solid-phase synthesis, while the electron-deficient aryl ring enhances stability under standard coupling conditions. This derivative delivers precise structural control in bioactive peptide design.

Application

Fmoc-(R)-3-amino-4-(3-chlorophenyl)-butyric acid serves as a versatile building block for peptide synthesis, enabling the incorporation of a hydrophobic, aromatic-aliphatic side chain with defined stereochemistry. The Fmoc group provides efficient orthogonal protection for the amine, facilitating standard solution-phase and solid-phase coupling protocols. The 3-chlorophenyl moiety imparts enhanced lipophilicity and potential for π–π interactions in bioactive peptides. Bench-stable and readily purified by chromatography, this amino acid derivative is well-suited for medicinal chemistry campaigns targeting GPCR ligands and enzyme inhibitors.

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

Quality Control

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Computational Chemistry Data

TPSA 75.63
LogP 5.2645
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Chloride

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-(R)-3-amino-4-(3-chlorophenyl)-butyric acid

CAS No. 331763-57-6

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