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

Name: (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-chlorophenyl)propanoic acid
Brand: ChemScene
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CAS No. 479064-91-0
Cat. No. CS-W013857
Purity≥97%
MDL No.MFCD03427998

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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-chlorophenyl)propanoic acid|CS-W013857

Structure of 479064-91-0

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General Information

CAS No. 479064-91-0
Cat. No. CS-W013857
Purity ≥97%
MDL No. MFCD03427998
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₀ClNO₄
Molecular Weight 421.87
Synonym(s) Fmoc-S-3-Amino-3-(4-chloro-phenyl)-propionic acid
SMILES O=C(C[C@@H](C1=CC=C(C=C1)Cl)NC(OCC2C3=CC=CC=C3C4=CC=CC=C24)=O)O

Description

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-chlorophenyl)propanoic acid features a chiral center flanked by a fluorenylmethoxycarbonyl (Fmoc) protecting group and a para-chlorophenyl moiety. This configuration enables direct incorporation into peptide synthesis workflows, where the Fmoc group facilitates orthogonal deprotection under mild basic conditions. The molecule exhibits excellent solubility in common organic solvents and maintains stability during standard handling protocols.

Application

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-chlorophenyl)propanoic acid serves as a chiral building block for peptide synthesis, enabling efficient incorporation of sterically demanding aryl-substituted amino acid residues. The Fmoc group provides excellent stability under basic conditions and facilitates straightforward purification via standard chromatographic methods. Its functional group tolerance supports diverse coupling reactions, making it a reliable reagent in solid-phase and solution-phase peptide assembly 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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

TPSA 75.63
LogP 5.3945
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Chloride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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

CAS No. 479064-91-0

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