(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-nitrophenyl)propanoic acid

Name: (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-nitrophenyl)propanoic acid
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CAS No. 507472-25-5
Cat. No. CS-0149797
Purity≥98%
MDL No.MFCD03428007

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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-nitrophenyl)propanoic acid|CS-0149797

Structure of 507472-25-5

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General Information

CAS No. 507472-25-5
Cat. No. CS-0149797
Purity ≥98%
MDL No. MFCD03428007
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₀N₂O₆
Molecular Weight 432.43
Synonym(s) Fmoc-S-3-Amino-3-(2-nitro-phenyl)-propionic acid
SMILES O=C(O)C[C@@H](C1=CC=CC=C1[N+]([O-])=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O

Description

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-nitrophenyl)propanoic acid is a chiral building block featuring a fluorenylmethoxycarbonyl (Fmoc) protected amino group and a para-nitro-substituted phenyl moiety. This configuration enables direct incorporation into peptide synthesis workflows, where the Fmoc group facilitates efficient deprotection under mild basic conditions. The electron-deficient nitroaryl side chain enhances reactivity in coupling reactions and contributes to structural rigidity, improving stereochemical fidelity during sequence assembly.

Application

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-nitrophenyl)propanoic acid serves as a robust chiral building block for peptide synthesis, leveraging the orthogonal stability of the Fmoc group and the functional group tolerance of the ortho-nitrophenyl moiety. Its bench-stable nature and compatibility with standard coupling protocols enable efficient access to complex peptidomimetics and heterocyclic scaffolds in medicinal chemistry 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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 118.77
LogP 4.6493
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Nitro compounds

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-(2-nitrophenyl)propanoic acid

CAS No. 507472-25-5

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