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

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3,4-dichlorophenyl)propanoic acid
Brand: ChemScene
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CAS No. 177966-59-5
Cat. No. CS-0101066
Molecule weight456.32
Purity≥96%
MDL No.MFCD00273473

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FedEx Limited Quantities Ground	$0.00
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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3,4-dichlorophenyl)propanoic acid|CS-0101066

Structure of 177966-59-5

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General Information

CAS No. 177966-59-5
Cat. No. CS-0101066
Purity ≥96%
MDL No. MFCD00273473
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₁₉Cl₂NO₄
Molecular Weight 456.32
Synonym(s) Fmoc-3,4-dichloro-L-phenylalanine
SMILES O=C(O)[C@H](CC1=CC=C(Cl)C(Cl)=C1)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3,4-dichlorophenyl)propanoic acid is a chiral building block featuring a fluorenylmethoxycarbonyl (Fmoc) protected amino group and a sterically defined 3,4-dichlorophenyl side chain. This configuration enables direct incorporation into peptide synthesis workflows, where the Fmoc group ensures orthogonal protection during sequential coupling. The electron-withdrawing dichlorophenyl moiety enhances stability and influences conformational preferences in folded peptide structures.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3,4-dichlorophenyl)propanoic acid serves as a chiral building block for peptide synthesis, enabling efficient access to sterically hindered β-amino acid motifs. The Fmoc group provides excellent stability and orthogonal deprotection under mild basic conditions, while the 3,4-dichlorophenyl side chain offers enhanced metabolic stability and lipophilicity relevant to medicinal chemistry applications. Its bench-stable crystalline nature facilitates handling and purification in standard synthetic 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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 75.63
LogP 5.5278
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 6

Other Classifications

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

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

CAS No. 177966-59-5

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