(S)-3-((tert-Butoxycarbonyl)amino)-4-(naphthalen-2-yl)butanoic acid

Name: (S)-3-((tert-Butoxycarbonyl)amino)-4-(naphthalen-2-yl)butanoic acid
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CAS No. 219297-11-7
Cat. No. CS-0154490
Purity≥98%
MDL No.MFCD01076284

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(S)-3-((tert-Butoxycarbonyl)amino)-4-(naphthalen-2-yl)butanoic acid|CS-0154490

Structure of 219297-11-7

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General Information

CAS No. 219297-11-7
Cat. No. CS-0154490
Purity ≥98%
MDL No. MFCD01076284
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₂₃NO₄
Molecular Weight 329.39
Synonym(s) Boc-(S)-3-Amino-4-(2-naphthyl)-butyric acid
SMILES CC(C)(OC(N[C@H](CC(O)=O)CC1=CC2=CC=CC=C2C=C1)=O)C

Description

(S)-3-((tert-Butoxycarbonyl)amino)-4-(naphthalen-2-yl)butanoic acid features a chiral center at the 3-position, bearing a tert-butoxycarbonyl-protected amine and a naphthalen-2-yl group at the 4-position. This configuration enables direct incorporation into peptide synthesis workflows, where the Boc group facilitates selective deprotection under mild acidic conditions. The extended aromatic system enhances rigidity and hydrophobic character, beneficial for stabilizing secondary structures in bioactive peptides.

Application

(S)-3-((tert-Butoxycarbonyl)amino)-4-(naphthalen-2-yl)butanoic acid serves as a stable, bench-ready chiral building block for the synthesis of bioactive peptides and heterocyclic scaffolds. The protected amine and carboxylic acid functionalities enable orthogonal transformations in multi-step sequences. Its naphthalene moiety provides a rigid, hydrophobic core useful in medicinal chemistry campaigns targeting protein-protein interactions.

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-P304+P340-P330-P363-P501

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Computational Chemistry Data

TPSA 75.63
LogP 3.7503
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Key Words

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(S)-3-((tert-Butoxycarbonyl)amino)-4-(naphthalen-2-yl)butanoic acid

CAS No. 219297-11-7

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