Fmoc-N-Me-3-(4-py)-L-Ala

Name: Fmoc-N-Me-3-(4-py)-L-Ala
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CAS No. 2381854-90-4
Cat. No. CS-0439385
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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General Information

CAS No. 2381854-90-4
Cat. No. CS-0439385
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₂N₂O₄
Molecular Weight 402.44
Synonym(s) None
SMILES C(OC(N([C@@H](CC=1C=CN=CC1)C(O)=O)C)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3

Description

Fmoc-N-Me-3-(4-py)-L-Ala integrates a methoxy-substituted pyridyl group at the 3-position of L-alanine, enabling efficient conjugation in peptide synthesis. This derivative features enhanced solubility and stability under standard coupling conditions, facilitating rapid incorporation into complex sequences. The N-methylated amine prevents unwanted side reactions while maintaining compatibility with Fmoc-based protocols.

Application

Fmoc-N-Me-3-(4-py)-L-Ala serves as a versatile building block in peptide synthesis, enabling the incorporation of a methylation-stabilized, 4-pyridyl-functionalized alanine residue. The Fmoc group ensures efficient orthogonal protection for amine-directed coupling, while the N-methyl substitution enhances metabolic stability and modulates conformational flexibility. The pendant pyridyl moiety provides a handle for downstream functionalization via metal-catalyzed cross-coupling or hydrogen bonding interactions, making it suitable for constructing bioactive peptide scaffolds and heterocyclic hybrids with predictable reactivity.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 79.73
LogP 3.9582
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 6

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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Fmoc-N-Me-3-(4-py)-L-Ala

CAS No. 2381854-90-4

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