(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(6-methoxypyridin-3-yl)propanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(6-methoxypyridin-3-yl)propanoic acid
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CAS No. 1821775-88-5
Cat. No. CS-0527911
Molecule weight418.44
Purity≥98%
MDL No.None

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(6-methoxypyridin-3-yl)propanoic acid|CS-0527911

Structure of 1821775-88-5

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General Information

CAS No. 1821775-88-5
Cat. No. CS-0527911
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₂N₂O₅
Molecular Weight 418.44
Synonym(s) None
SMILES COC1=NC=C(C=C1)C[C@@H](C(O)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O

Description

This chiral building block features a fluorenylmethoxycarbonyl-protected amino acid scaffold with a 6-methoxypyridin-3-yl side chain. Designed for peptide synthesis, it integrates seamlessly into complex sequences under standard coupling conditions. The electron-rich pyridine moiety enhances solubility and reactivity in polar solvents. Bench-stable and moisture-tolerant, it enables efficient incorporation into bioactive peptides without racemization.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(6-methoxypyridin-3-yl)propanoic acid serves as a robust chiral building block for peptide synthesis, enabling efficient incorporation of pyridyl-containing side chains. The Fmoc group provides excellent stability and orthogonal deprotection under mild basic conditions, while the 6-methoxypyridin-3-yl moiety offers enhanced solubility and functional group tolerance. This compound facilitates the construction of complex heterocyclic scaffolds and is well-suited for solid-phase and solution-phase peptide derivatization 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-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

TPSA 97.75
LogP 3.6246
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Alanine 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-(6-methoxypyridin-3-yl)propanoic acid

CAS No. 1821775-88-5

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