(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(4-chlorophenyl)butanoic acid

Name: (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(4-chlorophenyl)butanoic acid
Brand: ChemScene
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CAS No. 270596-43-5
Cat. No. CS-W011614
Purity≥97%
MDL No.MFCD01861002

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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(4-chlorophenyl)butanoic acid|CS-W011614

Structure of 270596-43-5

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Description

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(4-chlorophenyl)butanoic acid features a chiral center at the 3-position, enabling stereoselective synthesis in peptide and pharmaceutical development. The fluorenylmethoxycarbonyl (Fmoc) group provides robust protection for amine functionalities, while the para-chlorophenyl moiety imparts enhanced lipophilicity and metabolic stability. This compound integrates seamlessly into solid-phase peptide synthesis workflows under standard conditions.

Application

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(4-chlorophenyl)butanoic acid serves as a well-established chiral building block for peptide synthesis and medicinal chemistry applications. The Fmoc-protected amine enables straightforward coupling reactions, while the para-chlorophenyl group provides structural rigidity and metabolic stability. Bench-stable and easily purified by chromatography, it functions reliably in standard solid-phase and solution-phase protocols.

General Information

CAS No. 270596-43-5
Cat. No. CS-W011614
Purity ≥97%
MDL No. MFCD01861002
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₂ClNO₄
Molecular Weight 435.90
Synonym(s) FMOC-PHE(4-CL)-(C*CH2)OH
SMILES O=C(O)C[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CC4=CC=C(Cl)C=C4

Computational Chemistry Data

TPSA 75.63
LogP 5.2645
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 7

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 Amine

Building Blocks Functional Group Chloride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(4-chlorophenyl)butanoic acid

CAS No. 270596-43-5

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