(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)butanoic acid

CAS No. 1210830-60-6
Cat. No. CS-0104678
Molecule weightNone
Purity≥96%
MDL No.MFCD22380683

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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)butanoic acid|CS-0104678

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General Information

CAS No. 1210830-60-6
Cat. No. CS-0104678
Purity ≥96%
MDL No. MFCD22380683
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₂₁NO₄
Molecular Weight None
Synonym(s) N-FMoc-(R)-2-(MethylaMino)butyric acid
SMILES CC[C@@H](N(C(OCC1C2=CC=CC=C2C3=CC=CC=C13)=O)C)C(O)=O

Description

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)butanoic acid features a chiral, bench-stable amino acid scaffold with orthogonal protection. The fluorenylmethyl carbamate (Fmoc) group enables efficient solid-phase peptide synthesis, while the methylated amine prevents racemization. This derivative integrates cleanly into complex peptide sequences under standard coupling conditions.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)butanoic acid serves as a robust chiral building block for peptide synthesis, enabling efficient Nα-acylation with high stereochemical fidelity. The Fmoc-methylamino moiety provides excellent stability under basic conditions and facilitates straightforward deprotection. Its pendant butanoic acid side chain supports diverse functionalization, making it well-suited for the construction of complex peptide scaffolds and medicinal chemistry intermediates.

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 66.84
LogP 3.7305
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 5

Other Classifications

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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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)butanoic acid

CAS No. 1210830-60-6

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