(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-5,5,5-trifluoropentanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-5,5,5-trifluoropentanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 2407820-18-0
Cat. No. CS-0527002
Purity≥96%
MDL No.None

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-5,5,5-trifluoropentanoic acid|CS-0527002

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Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-5,5,5-trifluoropentanoic acid is a chiral building block featuring a fluorenylmethoxycarbonyl (Fmoc) protecting group and a trifluoromethyl-substituted aliphatic chain. This configuration enables direct incorporation into peptide synthesis workflows, where the Fmoc moiety ensures orthogonal deprotection under mild basic conditions. The electron-withdrawing trifluoromethyl group enhances stability and modulates reactivity during coupling steps.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-5,5,5-trifluoropentanoic acid serves as a robust chiral building block for peptide synthesis, leveraging the orthogonal stability of the Fmoc group and the trifluoromethylated aliphatic chain. Its methylated amine functionality enables efficient coupling under standard conditions, while the electron-deficient trifluoropentanoic backbone enhances metabolic stability in bioactive peptide sequences. The compound exhibits excellent bench stability, facilitates straightforward purification via chromatography, and functions reliably in both solution-phase and solid-phase synthesis workflows.

General Information

CAS No. 2407820-18-0
Cat. No. CS-0527002
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₀F₃NO₄
Molecular Weight 407.38
Synonym(s) N-((9H-fluoren-9-ylmethoxy)carbonyl)-5,5,5-trifluoro-N-methy
SMILES FC(F)(F)CC[C@@H](C(O)=O)N(C)C(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O

Computational Chemistry Data

TPSA 66.84
LogP 4.663
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 6

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Other Classifications

Building Blocks Functional Group Fluoride

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

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-5,5,5-trifluoropentanoic acid

CAS No. 2407820-18-0

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