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

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-acetamidopentanoic acid
Brand: ChemScene
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CAS No. 172690-48-1
Cat. No. CS-0434046
Purity≥96%
MDL No.None

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-acetamidopentanoic acid|CS-0434046

Structure of 172690-48-1

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General Information

CAS No. 172690-48-1
Cat. No. CS-0434046
Purity ≥96%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₄N₂O₅
Molecular Weight 396.44
Synonym(s) N5-Acetyl-N2-Fmoc-L-Ornithine
SMILES O=C(O)[C@H](CCCNC(C)=O)NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Description

This fluorenylmethoxycarbonyl-protected amino acid derivative features a chiral (S)-configuration at the alpha carbon, enabling stereoselective peptide synthesis. The C-terminal acetamido group provides enhanced stability, while the fluoren-9-ylmethoxycarbonyl (Fmoc) moiety facilitates efficient orthogonal deprotection under mild basic conditions. This combination ensures high fidelity in solid-phase peptide assembly and simplifies purification workflows.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-acetamidopentanoic acid serves as a protected amino acid building block for peptide synthesis, enabling efficient incorporation of (S)-lysine analogs. The Fmoc group provides orthogonal protection with high stability and facile removal under mild basic conditions. The acetamido side chain offers enhanced solubility and functional group tolerance, while the carboxylic acid facilitates standard coupling reactions. This compound functions reliably in solid-phase and solution-phase workflows.

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

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Computational Chemistry Data

TPSA 104.73
LogP 2.8946
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 8

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Amide

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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-acetamidopentanoic acid

CAS No. 172690-48-1

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