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

Name: 3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic acid
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CAS No. 269078-77-5
Cat. No. CS-0181520
Molecule weight437.49
Purity≥97%
MDL No.None

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3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic acid|CS-0181520

Structure of 269078-77-5

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General Information

CAS No. 269078-77-5
Cat. No. CS-0181520
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₈H₂₃NO₄
Molecular Weight 437.49
Synonym(s) (R,S)-FMOC-3-AMINO-3-(1-NAPHTHYL)-PROPIONIC ACID
SMILES O=C(O)CC(NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C4=C5C=CC=CC5=CC=C4

Description

This fluorenylmethoxycarbonyl-protected amino acid derivative integrates a naphthalen-1-yl group and a C-terminal carboxylic acid, enabling efficient incorporation into peptide chains under standard coupling conditions. The fluoren-9-ylmethoxy carbonyl moiety provides robust protection with facile removal during deprotection steps, while the extended aromatic system enhances solubility and structural rigidity in synthesis workflows.

Application

3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic acid serves as a robust amino acid derivative for peptide synthesis, combining the stability of Fmoc protection with a naphthyl-containing side chain. Its structure enables efficient coupling reactions under standard conditions, offering enhanced solubility and ease of purification. The Fmoc group facilitates selective deprotection, while the aromatic naphthalene moiety provides steric and electronic influence useful in modulating peptide conformation and binding affinity.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 5.8943
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Key Words

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

CAS No. 269078-77-5

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