(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(naphthalen-2-yl)butanoic acid

Name: (R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(naphthalen-2-yl)butanoic acid
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CAS No. 269398-91-6
Cat. No. CS-W009651
Purity≥95%
MDL No.MFCD01860938

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(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(naphthalen-2-yl)butanoic acid|CS-W009651

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General Information

CAS No. 269398-91-6
Cat. No. CS-W009651
Purity ≥95%
MDL No. MFCD01860938
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₉H₂₅NO₄
Molecular Weight 451.51
Synonym(s) N-BETA-9-FLUORENYLMETHOXYCARBONYL-D-HOMO(2-NAPHTHYL)ALANINE
SMILES O=C(O)C[C@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CC4=CC=C5C=CC=CC5=C4

Description

(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(naphthalen-2-yl)butanoic acid features a chiral α-amino acid scaffold with a fluorenylmethyl carbamate (Fmoc) protecting group, enabling direct incorporation into peptide synthesis. The naphthalen-2-yl side chain imparts enhanced hydrophobicity and rigidity, supporting conformational control in peptidomimetic systems. This bench-stable derivative streamlines the preparation of complex bioactive sequences under standard coupling conditions.

Application

(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(naphthalen-2-yl)butanoic acid serves as a valuable chiral building block for the synthesis of peptidomimetics and bioactive heterocycles. The Fmoc-protected amino group enables orthogonal handling in solid-phase peptide synthesis, while the naphthalen-2-yl side chain provides structural rigidity and π-stacking potential. Its bench-stable nature and compatibility with standard coupling conditions facilitate efficient incorporation into complex molecular architectures.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 75.63
LogP 5.7643
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(naphthalen-2-yl)butanoic acid

CAS No. 269398-91-6

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