(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-phenylpentanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-phenylpentanoic acid
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CAS No. 959578-11-1
Cat. No. CS-0101053
Purity≥98%
MDL No.MFCD06202350

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-phenylpentanoic acid|CS-0101053

Structure of 959578-11-1

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Description

This fluorenylmethoxycarbonyl-protected amino acid derivative features a chiral center at the alpha position, enabling stereoselective peptide synthesis. The fluoren-9-ylmethoxycarbonyl group provides robust protection with efficient removal under mild basic conditions, while the phenylpentanoic acid side chain offers steric bulk and hydrophobic character suitable for structural modulation in bioactive peptide sequences.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-phenylpentanoic acid serves as a robust chiral building block for peptide synthesis, enabling efficient N-terminal protection with orthogonal deprotection under mild conditions. The Fmoc group ensures high stability during storage and standard coupling protocols, while the phenyl-substituted aliphatic chain provides structural rigidity and enhanced solubility. Its well-documented compatibility with diverse coupling reagents and minimal epimerization make it ideal for synthesizing complex peptides and peptidomimetics in medicinal chemistry workflows.

General Information

CAS No. 959578-11-1
Cat. No. CS-0101053
Purity ≥98%
MDL No. MFCD06202350
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₅NO₄
Molecular Weight 415.48
Synonym(s) N-FMOC-L-2-AMINOPHENYLPENTANIOC ACID
SMILES O=C(O)[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CCCC4=CC=CC=C4

Computational Chemistry Data

TPSA 75.63
LogP 5.0012
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 8

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-phenylpentanoic acid

CAS No. 959578-11-1

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