(S)-2-Amino-4,4-difluorobutanoic acid

Name: (S)-2-Amino-4,4-difluorobutanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 121960-22-3
Cat. No. CS-0134027
Purity≥95%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(S)-2-Amino-4,4-difluorobutanoic acid|CS-0134027

Structure of 121960-22-3

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General Information

CAS No. 121960-22-3
Cat. No. CS-0134027
Purity ≥95%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₇F₂NO₂
Molecular Weight 139.10
Synonym(s) (S)-2-Amino-4,4-difluoro-butyric acid
SMILES O=C([C@H](CC(F)F)N)O

Description

(S)-2-Amino-4,4-difluorobutanoic acid features a stereodefined chiral center and two fluorine atoms at the gamma position, imparting enhanced metabolic stability and altered electronic properties. This configuration enables incorporation into bioactive peptides where fluorination improves membrane permeability and target engagement. The molecule exhibits bench-stable handling characteristics and integrates readily into solid-phase peptide synthesis workflows.

Application

(S)-2-Amino-4,4-difluorobutanoic acid serves as a valuable chiral building block for the synthesis of fluorinated bioactive molecules. Its stabilized α-amino acid framework exhibits enhanced metabolic resistance and improved membrane permeability, making it suitable for medicinal chemistry applications. The geminal difluoro substitution imparts conformational rigidity and modulates pKa, enabling predictable reactivity in peptide coupling and heterocycle formation. Bench-stable and readily purified, it functions effectively in standard amine-functionalization protocols.

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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Computational Chemistry Data

TPSA 63.32
LogP 0.0535
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-2-Amino-4,4-difluorobutanoic acid

CAS No. 121960-22-3

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