(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic acid

Name: (R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 511272-47-2
Cat. No. CS-0181519
Purity≥97%
MDL No.MFCD03428028

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(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic acid|CS-0181519

Structure of 511272-47-2

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Description

(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic acid features a chiral, bench-stable α-amino acid scaffold with dual protecting groups: the fluorenylmethoxycarbonyl (Fmoc) for amine protection and a naphthyl substituent enhancing rigidity and π-stacking potential. This configuration supports efficient peptide coupling under standard conditions while offering enhanced solubility and stability in organic solvents.

Application

(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic acid serves as a stable, bench-ready chiral building block for peptide and peptidomimetic synthesis. The Fmoc group enables efficient N-terminal protection with orthogonal deprotection, while the naphthyl moiety provides rigidity and enhanced lipophilicity. It facilitates coupling reactions under standard conditions with minimal racemization, offering reliable access to complex scaffolds in medicinal chemistry campaigns.

General Information

CAS No. 511272-47-2
Cat. No. CS-0181519
Purity ≥97%
MDL No. MFCD03428028
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₈H₂₃NO₄
Molecular Weight 437.49
Synonym(s) N-BETA-(9-FLUORENYLMETHOXYCARBONYL)-BETA-L-HOMO(1-NAPHTHYL)GLYCINE
SMILES OC(C[C@H](C1=CC=CC2=C1C=CC=C2)NC(OCC3C4=CC=CC=C4C5=CC=CC=C53)=O)=O

Computational Chemistry Data

TPSA 75.63
LogP 5.8943
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 6

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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(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic acid

CAS No. 511272-47-2

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