(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4,4-trifluorobutanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4,4-trifluorobutanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 181128-48-3
Cat. No. CS-W020182
Purity≥98%
MDL No.None

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Excepted Quantity	$0.00
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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4,4-trifluorobutanoic acid|CS-W020182

Structure of 181128-48-3

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Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4,4-trifluorobutanoic acid features a chiral center at the C2 position and incorporates a fluorenylmethyl carbamate (Fmoc) protecting group for peptide synthesis. The trifluoromethyl substituent imparts enhanced electron-withdrawing character and improved metabolic stability. This compound serves as a key building block for synthesizing fluorinated amino acid derivatives used in bioactive peptide design.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4,4-trifluorobutanoic acid serves as a robust chiral building block for peptide synthesis, leveraging the orthogonal stability of the Fmoc group and the enhanced solubility provided by the trifluoromethyl substituent. Its bench-stable nature and compatibility with standard coupling protocols enable efficient incorporation into complex sequences, while the sterically hindered α-carbon supports controlled diastereoselective transformations in medicinal chemistry applications.

General Information

CAS No. 181128-48-3
Cat. No. CS-W020182
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₁₆F₃NO₄
Molecular Weight 379.34
Synonym(s) None
SMILES O=C(O)[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CC(F)(F)F

Computational Chemistry Data

TPSA 75.63
LogP 3.9307
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 5

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4,4-trifluorobutanoic acid

CAS No. 181128-48-3

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