(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2,4-difluorophenyl)propanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2,4-difluorophenyl)propanoic acid
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CAS No. 1032337-49-7
Cat. No. CS-0150075
Purity≥97%
MDL No.MFCD07371998

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2,4-difluorophenyl)propanoic acid|CS-0150075

Structure of 1032337-49-7

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Description

This fluoren-9-ylmethoxycarbonyl-protected chiral amino acid features a sterically hindered, electron-deficient aryl group that enhances stability and facilitates efficient coupling in peptide synthesis. The (S)-configuration ensures enantioselective incorporation into complex sequences, while the fluorenylmethoxycarbonyl moiety enables clean deprotection under mild basic conditions.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2,4-difluorophenyl)propanoic acid serves as a robust chiral building block for peptide synthesis, leveraging the orthogonal stability of the Fmoc group. Its fluorinated aryl side chain enhances metabolic stability and modulates lipophilicity, facilitating incorporation into bioactive peptide scaffolds. The molecule exhibits excellent bench stability, simplifies purification via standard chromatography, and enables efficient coupling under common amine activation protocols.

General Information

CAS No. 1032337-49-7
Cat. No. CS-0150075
Purity ≥97%
MDL No. MFCD07371998
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₁₉F₂NO₄
Molecular Weight 423.41
Synonym(s) FMoc-L-2,4-Difluoro-Phenylpropionic acid
SMILES FC=1C=CC(=C(C1)F)C[C@@H](C(O)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O

Computational Chemistry Data

TPSA 75.63
LogP 4.4992
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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Phenylalanine 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)-3-(2,4-difluorophenyl)propanoic acid

CAS No. 1032337-49-7

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