(2R,4S)-4-Fluoropyrrolidine-2-carboxylic acid

Name: (2R,4S)-4-Fluoropyrrolidine-2-carboxylic acid
Brand: ChemScene
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CAS No. 131176-02-8
Cat. No. CS-0001913
Purity≥97%
MDL No.MFCD07366527

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(2R,4S)-4-Fluoropyrrolidine-2-carboxylic acid|CS-0001913

Structure of 131176-02-8

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General Information

CAS No. 131176-02-8
Cat. No. CS-0001913
Purity ≥97%
MDL No. MFCD07366527
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₈FNO₂
Molecular Weight 133.12
Synonym(s) (4S)-4-Fluor-D-prolin
SMILES O=C(O)[C@@H](C1)NC[C@H]1F

Description

This fluorinated pyrrolidine derivative features a stereochemically defined (2R,4S) configuration, enhancing its utility in bioactive molecule design. The strategically positioned fluorine atom imparts metabolic stability and modulates electronic properties, enabling precise tuning of conformational behavior in peptidomimetics and pharmaceutical intermediates.

Application

(2R,4S)-4-Fluoropyrrolidine-2-carboxylic acid serves as a conformationally constrained, bioisosteric building block in medicinal chemistry, enabling the modulation of peptide backbone rigidity and metabolic stability. Its fluorinated pyrrolidine core exhibits enhanced membrane permeability and favorable pharmacokinetic properties. The compound functions as a key intermediate in the synthesis of targeted small-molecule therapeutics, particularly those involving cyclic amine scaffolds, and demonstrates robust bench stability with straightforward purification via standard chromatographic methods.

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362-P501

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Computational Chemistry Data

TPSA 49.33
LogP -0.229
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(2R,4S)-4-Fluoropyrrolidine-2-carboxylic acid

CAS No. 131176-02-8

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