(S)-2-(N-Fmoc-N-methyl-amino)-3-cyclopropylpropanoic acid

Name: (S)-2-(N-Fmoc-N-methyl-amino)-3-cyclopropylpropanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 2304413-31-6
Cat. No. CS-0439343
Purity≥98%
MDL No.None

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(S)-2-(N-Fmoc-N-methyl-amino)-3-cyclopropylpropanoic acid|CS-0439343

Structure of 2304413-31-6

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General Information

CAS No. 2304413-31-6
Cat. No. CS-0439343
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₃NO₄
Molecular Weight 365.42
Synonym(s) None
SMILES C(OC(N([C@@H](CC1CC1)C(O)=O)C)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3

Description

(S)-2-(N-Fmoc-N-methyl-amino)-3-cyclopropylpropanoic acid is a chiral building block featuring a cyclopropyl group that imparts conformational rigidity and enhanced metabolic stability. The Fmoc-protected amine enables efficient solid-phase peptide synthesis, while the N-methyl substitution reduces hydrogen-bonding capacity and improves membrane permeability. This scaffold integrates readily into bioactive peptides requiring tailored lipophilicity and structural constraint.

Application

(S)-2-(N-Fmoc-N-methyl-amino)-3-cyclopropylpropanoic acid serves as a valuable chiral building block for peptide synthesis, enabling the incorporation of a sterically constrained cyclopropyl group at the β-position. The Fmoc group provides orthogonal protection for amine functionality, while the N-methyl substitution enhances metabolic stability and modulates conformational flexibility. This derivative exhibits excellent bench stability, facilitates efficient purification by standard chromatographic methods, and participates reliably in standard coupling protocols.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

Quality Control

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Computational Chemistry Data

TPSA 66.84
LogP 4.1206
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-2-(N-Fmoc-N-methyl-amino)-3-cyclopropylpropanoic acid

CAS No. 2304413-31-6

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