Fmoc-(S)-3-Amino-4-(2-naphthyl)-butyric acid

Name: Fmoc-(S)-3-Amino-4-(2-naphthyl)-butyric acid
Brand: ChemScene
Availability: InStock
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CAS No. 1186216-21-6
Cat. No. CS-0062187
Purity≥96%
MDL No.MFCD01861036

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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+
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Fmoc-(S)-3-Amino-4-(2-naphthyl)-butyric acid|CS-0062187

Structure of 1186216-21-6

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Description

Fmoc-(S)-3-Amino-4-(2-naphthyl)-butyric acid is a specialized amino acid derivative featuring a fluorenylmethoxy carbonyl (Fmoc) protecting group and a bulky 2-naphthyl substituent. This configuration enhances solubility in organic solvents and improves incorporation efficiency during solid-phase peptide synthesis. The electron-rich naphthyl moiety imparts unique steric and electronic properties, enabling the construction of complex peptidomimetics and bioactive sequences with enhanced stability and target affinity.

Application

Fmoc-(S)-3-Amino-4-(2-naphthyl)-butyric acid serves as a valuable building block for the synthesis of peptidomimetics and bioactive heterocycles. The Fmoc group enables efficient solid-phase peptide synthesis, while the naphthyl moiety imparts structural rigidity and potential π–π interactions. This amino acid derivative exhibits excellent bench stability, facilitates straightforward purification, and tolerates standard coupling conditions, making it well-suited for iterative synthesis in medicinal chemistry campaigns targeting GPCR modulators and enzyme inhibitors.

General Information

CAS No. 1186216-21-6
Cat. No. CS-0062187
Purity ≥96%
MDL No. MFCD01861036
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₉H₂₅NO₄
Molecular Weight 451.51
Synonym(s) (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(naphthalen-2-yl)butanoic acid
SMILES O=C(O)C[C@@H](NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)CC4=CC5=CC=CC=C5C=C4

Computational Chemistry Data

TPSA 75.63
LogP 5.7643
H_Acceptors 3
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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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Fmoc-(S)-3-Amino-4-(2-naphthyl)-butyric acid

CAS No. 1186216-21-6

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