(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(7-fluoro-1H-indol-3-yl)propanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(7-fluoro-1H-indol-3-yl)propanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 1956434-65-3
Cat. No. CS-0150056
Purity≥95%
MDL No.MFCD26960591

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(7-fluoro-1H-indol-3-yl)propanoic acid|CS-0150056

Structure of 1956434-65-3

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Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(7-fluoro-1H-indol-3-yl)propanoic acid features a chiral α-amino acid scaffold bearing a fluorenylmethoxycarbonyl (Fmoc) protecting group and a 7-fluoroindole side chain. This combination enables efficient solid-phase peptide synthesis with enhanced solubility and stability under standard conditions, facilitating the incorporation of biologically active indole-containing motifs into peptide architectures.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(7-fluoro-1H-indol-3-yl)propanoic acid serves as a valuable chiral building block for the synthesis of peptide-based pharmaceuticals and bioactive heterocycles. The Fmoc group enables orthogonal protection in solid-phase peptide synthesis, while the 7-fluoroindole moiety provides a stable, electron-deficient aromatic scaffold with enhanced metabolic resistance. The molecule exhibits excellent bench stability, facile purification via flash chromatography, and compatibility with standard coupling conditions.

General Information

CAS No. 1956434-65-3
Cat. No. CS-0150056
Purity ≥95%
MDL No. MFCD26960591
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₁FN₂O₄
Molecular Weight 444.45
Synonym(s) N-Fmoc-7-fluoro-L-tryptophan
SMILES FC1=CC=CC2=C1NC=C2C[C@@H](C(O)=O)NC(OCC3C4=CC=CC=C4C5=CC=CC=C53)=O

Computational Chemistry Data

TPSA 91.42
LogP 4.8414
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 6

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 Fluoride

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Tryptophan and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(7-fluoro-1H-indol-3-yl)propanoic acid

CAS No. 1956434-65-3

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