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

Name: (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-nitrophenyl)propanoic acid
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CAS No. 478183-71-0
Cat. No. CS-0149877
Purity≥98%
MDL No.MFCD01317715

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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-nitrophenyl)propanoic acid|CS-0149877

Structure of 478183-71-0

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General Information

CAS No. 478183-71-0
Cat. No. CS-0149877
Purity ≥98%
MDL No. MFCD01317715
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₀N₂O₆
Molecular Weight 432.43
Synonym(s) Fmoc-D-3-Nitrophenylalanine
SMILES O=[N+]([O-])C1=CC=CC(C[C@H](C(O)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)=C1

Description

This chiral fluorenylmethoxycarbonyl-protected amino acid features a para-nitro-substituted phenyl group, enhancing electronic stabilization and facilitating efficient coupling in peptide synthesis. The (R)-configuration ensures stereochemical fidelity during chain elongation.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-nitrophenyl)propanoic acid serves as a chiral building block for peptide synthesis, enabling efficient incorporation of sterically demanding, electron-deficient arylalanine derivatives. The Fmoc group provides orthogonal protection and facilitates purification via standard chromatographic methods. Its bench-stable nature and compatibility with diverse coupling protocols make it well-suited for 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 118.77
LogP 4.1292
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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

CAS No. 478183-71-0

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