(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6,6,6-trifluorohexanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6,6,6-trifluorohexanoic acid
Brand: ChemScene
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CAS No. 2230472-61-2
Cat. No. CS-0105312
Purity≥98%
MDL No.None

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6,6,6-trifluorohexanoic acid|CS-0105312

Structure of 2230472-61-2

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General Information

CAS No. 2230472-61-2
Cat. No. CS-0105312
Purity ≥98%
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-Fmoc-6,6,6-trifluoro-L-norleucine
SMILES O=C(N[C@H](C(O)=O)CCCC(F)(F)F)OCC1C2=C(C=CC=C2)C3=CC=CC=C31

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6,6,6-trifluorohexanoic acid features a chiral center at the C2 position and incorporates a fluorenylmethyl carbamate (Fmoc) protecting group for peptide synthesis. The trifluoromethylated hexanoic acid chain imparts enhanced lipophilicity and metabolic stability, enabling efficient incorporation into peptidomimetic scaffolds under standard coupling conditions.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6,6,6-trifluorohexanoic 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 trifluoromethylated aliphatic chain. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient N-terminal protection in solid-phase and solution-phase workflows, enabling reliable access to complex peptidic architectures.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 75.63
LogP 4.7109
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Fluoride

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-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6,6,6-trifluorohexanoic acid

CAS No. 2230472-61-2

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