(2S,4S)-4-aminopyrrolidine-2-carboxylic acid

Name: (2S,4S)-4-aminopyrrolidine-2-carboxylic acid
Brand: ChemScene
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CAS No. 16257-83-3
Cat. No. CS-0001906
Molecule weight130.15
Purity≥97%
MDL No.MFCD08704537

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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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(2S,4S)-4-aminopyrrolidine-2-carboxylic acid|CS-0001906

Structure of 16257-83-3

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General Information

CAS No. 16257-83-3
Cat. No. CS-0001906
Purity ≥97%
MDL No. MFCD08704537
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₁₀N₂O₂
Molecular Weight 130.15
Synonym(s) L-Proline, 4-amino-, cis- (9CI)
SMILES O=C(O)[C@H](C1)NC[C@H]1N

Description

(2S,4S)-4-Aminopyrrolidine-2-carboxylic acid is a stereochemically defined pyrrolidine derivative featuring a primary amine at the C4 position and a carboxylic acid at C2. This configuration imparts enhanced conformational rigidity and hydrogen-bonding capacity, making it a valuable scaffold in medicinal chemistry for targeting G-protein-coupled receptors and enzyme active sites. The compound exhibits favorable solubility and stability under standard biological conditions.

Application

(2S,4S)-4-Aminopyrrolidine-2-carboxylic acid serves as a privileged scaffold in medicinal chemistry, enabling the construction of bioactive heterocycles through established coupling and cyclization protocols. Its stereochemically defined structure provides enhanced conformational rigidity and metabolic stability, facilitating efficient incorporation into peptide mimetics and kinase inhibitors. The molecule exhibits excellent bench stability, tolerates diverse functional groups, and simplifies purification due to its zwitterionic character at physiological pH.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 75.35
LogP -1.2398
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(2S,4S)-4-aminopyrrolidine-2-carboxylic acid

CAS No. 16257-83-3

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