(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(6-fluoro-1H-indol-3-yl)propanoic acid

Name: (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(6-fluoro-1H-indol-3-yl)propanoic acid
Brand: ChemScene
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CAS No. 908847-01-8
Cat. No. CS-0461490
Purity≥98%
MDL No.None

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(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(6-fluoro-1H-indol-3-yl)propanoic acid|CS-0461490

Structure of 908847-01-8

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General Information

CAS No. 908847-01-8
Cat. No. CS-0461490
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₁FN₂O₄
Molecular Weight 444.45
Synonym(s) N-Fmoc-6-fluoro-L-tryptophan
SMILES FC1=CC2=C(C=C1)C(C[C@@H](C(O)=O)NC(OCC3C4=CC=CC=C4C5=CC=CC=C53)=O)=CN2

Description

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(6-fluoro-1H-indol-3-yl)propanoic acid features a chiral α-amino acid scaffold bearing a fluorenylmethoxycarbonyl (Fmoc) protecting group and a 6-fluoroindole side chain. This configuration enables direct incorporation into peptide synthesis workflows, offering enhanced solubility and stability under standard coupling conditions. The electron-deficient indole ring supports efficient amide bond formation, streamlining the assembly of complex bioactive sequences.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(6-fluoro-1H-indol-3-yl)propanoic acid serves as a valuable chiral building block for the synthesis of peptide-like scaffolds and bioactive heterocycles. The fluorenylmethoxycarbonyl (Fmoc) group provides excellent stability and ease of removal under mild basic conditions, enabling efficient peptide elongation. The 6-fluoroindole moiety imparts enhanced metabolic stability and tunable electronic properties, making this compound particularly useful in medicinal chemistry campaigns targeting CNS-active molecules and kinase inhibitors.

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 91.42
LogP 4.8414
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(6-fluoro-1H-indol-3-yl)propanoic acid

CAS No. 908847-01-8

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