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

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-methyl-1H-indol-3-yl)propanoic acid
Brand: ChemScene
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CAS No. 460751-70-6
Cat. No. CS-0699192
Purity≥97%
MDL No.None

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-methyl-1H-indol-3-yl)propanoic acid|CS-0699192

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General Information

CAS No. 460751-70-6
Cat. No. CS-0699192
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₂₄N₂O₄
Molecular Weight 440.49
Synonym(s) None
SMILES CC1=C(C[C@H](NC(=O)OCC2C3=C(C=CC=C3)C3=C2C=CC=C3)C(O)=O)C2=CC=CC=C2N1

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-methyl-1H-indol-3-yl)propanoic acid features a chiral α-amino acid scaffold bearing a fluorenylmethoxycarbonyl (Fmoc) protecting group and a sterically influenced 2-methylindole side chain. This configuration enables direct incorporation into peptide synthesis workflows, where the Fmoc moiety facilitates efficient stepwise coupling under standard conditions. The indole functionality provides a rigid, electron-rich aromatic handle suitable for downstream derivatization or structural probing in bioactive peptide design.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2-methyl-1H-indol-3-yl)propanoic acid serves as a robust chiral building block for peptide synthesis, enabling efficient incorporation of the 2-methylindole moiety into bioactive scaffolds. The Fmoc group provides orthogonal protection and facile removal under mild basic conditions, while the sterically defined (S)-configuration ensures high diastereoselectivity in coupling reactions. Its bench-stable nature and compatibility with standard amino acid coupling protocols make it ideal for iterative solid-phase and solution-phase peptide assembly.

Safety Information

Download SDS

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

Quality Control

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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 Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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

CAS No. 460751-70-6

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