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

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(7-methyl-1H-indol-3-yl)propanoic acid
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CAS No. 1808268-53-2
Cat. No. CS-0370560
Molecule weight440.49
Purity≥98%
MDL No.MFCD31560627

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(7-methyl-1H-indol-3-yl)propanoic acid|CS-0370560

Structure of 1808268-53-2

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General Information

CAS No. 1808268-53-2
Cat. No. CS-0370560
Purity ≥98%
MDL No. MFCD31560627
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₂₄N₂O₄
Molecular Weight 440.49
Synonym(s) N-Fmoc-7-methyl-L-tryptophan
SMILES CC1=C2C(C(C[C@@H](C(O)=O)NC(OCC3C4=CC=CC=C4C5=CC=CC=C53)=O)=CN2)=CC=C1

Description

This fluoren-9-ylmethoxycarbonyl-protected amino acid features a sterically hindered indole side chain with enhanced solubility and stability under standard conditions. The (S)-configuration ensures high enantioselectivity in peptide synthesis, while the C-terminal carboxylic acid facilitates efficient coupling reactions. Ideal for incorporating biologically relevant indole motifs into complex peptide architectures.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(7-methyl-1H-indol-3-yl)propanoic acid serves as a robust chiral building block for peptide synthesis and medicinal chemistry applications. The fluorenylmethoxycarbonyl (Fmoc) group enables efficient, orthogonal protection of primary amines, while the 7-methylindole moiety provides a stable, electron-rich heterocyclic scaffold. This compound exhibits excellent bench stability, facilitates straightforward purification, and participates reliably in standard coupling protocols.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 91.42
LogP 5.01072
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 6

Other Classifications

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-methyl-1H-indol-3-yl)propanoic acid

CAS No. 1808268-53-2

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