(S)-Fmoc-2-Amino-4,4-Difluoropentanoic Acid

Name: (S)-Fmoc-2-Amino-4,4-Difluoropentanoic Acid
Brand: ChemScene
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CAS No. 1234323-60-4
Cat. No. CS-0798482
Purity≥98%
MDL No.None

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(S)-Fmoc-2-Amino-4,4-Difluoropentanoic Acid|CS-0798482

Structure of 1234323-60-4

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General Information

CAS No. 1234323-60-4
Cat. No. CS-0798482
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₁₉F₂NO₄
Molecular Weight 375.37
Synonym(s) None
SMILES C(OC(N[C@@H](CC(C)(F)F)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2

Description

(S)-Fmoc-2-Amino-4,4-Difluoropentanoic Acid features a sterically hindered difluoromethyl group that enhances metabolic stability in peptide synthesis. The Fmoc protecting group enables efficient N-terminal coupling under standard conditions, while the chiral amino acid backbone supports high diastereoselectivity in chain elongation. This derivative serves as a key building block for fluorinated peptidomimetics and bioactive oligomers.

Application

(S)-Fmoc-2-Amino-4,4-difluoropentanoic acid serves as a valuable chiral building block for peptide synthesis and medicinal chemistry. The Fmoc group enables efficient solid-phase peptide coupling, while the 4,4-difluoropentanoic acid moiety imparts enhanced metabolic stability and modulates physicochemical properties. Its bench-stable nature and compatibility with standard coupling conditions facilitate reliable incorporation into complex scaffolds.

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 75.63
LogP 4.0236
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Other amino acid derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-Fmoc-2-Amino-4,4-Difluoropentanoic Acid

CAS No. 1234323-60-4

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