1049977-93-6

Basic information

• Product Name: (2S,4R)-4-(4-fluorobenzyl)pyrrolidine-2-carboxylic acid
• Synonyms: (2S,4R)-4-(4-fluorobenzyl)pyrrolidine-2-carboxylic acid;(4R)-4-[(4-fluorophenyl)methyl]-L-Proline
• CAS NO: 1049977-93-6
• Molecular Formula: C₁₂H₁₄FNO₂
• Molecular Weight: 223.2434632
• Product Categories: unnatural amino acids
• Mol File: 1049977-93-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (2S,4R)-4-(4-fluorobenzyl)pyrrolidine-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4R)-4-(4-fluorobenzyl)pyrrolidine-2-carboxylic acid(1049977-93-6)
• EPA Substance Registry System: (2S,4R)-4-(4-fluorobenzyl)pyrrolidine-2-carboxylic acid(1049977-93-6)

Safety Data

• Hazardous Substances Data: 1049977-93-6(Hazardous Substances Data)

Usage

General Description

(2S,4R)-4-(4-Fluorobenzyl)pyrrolidine-2-carboxylic acid is a chemical compound with a pyrrolidine core structure and a carboxylic acid side chain. It is a chiral molecule, meaning it has two non-superimposable mirror image forms. The compound contains a fluorine atom attached to the benzene ring, giving it specific properties and reactivity. It may be used in pharmaceutical research and drug development due to its potential interactions with biological systems and its ability to alter the behavior of certain enzymes or receptors. The compound's structure and properties make it of interest for further investigation in the field of medicinal chemistry and pharmacology.

Upstream product

• 35418-16-7 L-t-butyl pyroglutamate 
• 91229-91-3 tert-butyl (S)-N-tert-butoxycarbonylpyroglutamate 
• 1356352-04-9 C₂₁H₂₈FNO₅ 

Downstream Products

• 1221878-02-9 (2S,4R)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-4-(4-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide 
• 1221878-06-3 XL₅₄₁ 
• 1221877-81-1 (2S,4R)-1-(2-(2H-1,2,3-triazol-2-yl)acetyl)-4-(4-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide 
• 1222196-66-8 (2S,4R)-4-(4-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide 
• 959583-52-9 (2S,4R)-1-(tert-butoxycarbonyl)-4-(4-fluorobenzyl)pyrrolidine-2-carboxylic acid 
• 1356352-22-1 (2S,4R)-tert-butyl 4-(4-fluorobenzyl)-2-(4-(4-fluorophenoxy)phenylcarbamoyl)pyrrolidine-1-carboxylate 

Relevant articles and documents

Discovery of a novel class of potent and orally bioavailable sphingosine 1-phosphate receptor 1 antagonists

A series of subtype selective sphingosine 1-phosphate receptor 1 (S1P 1) antagonists are disclosed. Our high-throughput screening campaign revealed hit 1 for which an increase in potency and mouse oral exposure was achieved with minor modifications to the chemical scaffold. In vivo efficacy revealed that at high doses compounds 12 and 15 inhibited tumor growth. Further optimization of our lead series led to the discovery of proline derivatives 37 (XL541) and 38 which had similar efficacy as our first generation analogues at significantly lower doses. Analogue 37 displayed excellent pharmacokinetics and oral exposure in multiple species.