21156-44-5

Basic information

• Product Name: (2S,4R)-4-Fluoropyrrolidine-2-carboxylic acid
• Synonyms: (2S,4R)-4-Fluoropyrrolidine-2-carboxylic acid;(2S,4R)-4-Fluoro-2-pyrrolidinecarboxylic acid;(4R)-4-Fluor-L-prolin;(2S,4R)-4-fluoro-2-proline;trans-4-Fluoropyrrolidine-2-carboxylic acid
• CAS NO: 21156-44-5
• Molecular Formula: C₅H₈FNO₂
• Molecular Weight: 133.12
• Product Categories: Pyrrole&Pyrrolidine&Pyrroline
• Mol File: 21156-44-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 265.108°C at 760 mmHg
• Flash Point: 114.133°C
• Appearance: /
• Density: 1.309g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.473
• Storage Temp.: 2-8°C
• PKA: 1.88±0.40(Predicted)
• CAS DataBase Reference: (2S,4R)-4-Fluoropyrrolidine-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4R)-4-Fluoropyrrolidine-2-carboxylic acid(21156-44-5)
• EPA Substance Registry System: (2S,4R)-4-Fluoropyrrolidine-2-carboxylic acid(21156-44-5)

Safety Data

• Hazardous Substances Data: 21156-44-5(Hazardous Substances Data)

Usage

General Description

(2S,4R)-4-Fluoropyrrolidine-2-carboxylic acid, also known as 2-fluoro-L-proline, is a chemical compound with the molecular formula C5H8FNO2. It is a fluorinated derivative of the amino acid proline and is a white crystalline solid at room temperature. (2S,4R)-4-Fluoropyrrolidine-2-carboxylic acid has the potential to be used in pharmaceutical and chemical research due to its unique structure and properties. Its stereochemistry and fluorinated nature make it an interesting target for drug development and in the synthesis of complex organic molecules. Additionally, its fluoro-substituted pyrrolidine core makes it a useful building block in organic synthesis and as a chiral scaffold in the design of new chemical entities.

InChI:InChI=1/C5H8FNO2/c6-3-1-4(5(8)9)7-2-3/h3-4,7H,1-2H2,(H,8,9)/t3-,4+/m1/s1

Upstream product

• 203866-18-6 methyl (2S,4R)-N-(tert-butyloxy)carbonyl-4-fluoropyrrolidine-2-carboxylate 
• 129430-93-9 (2S,4S)-methyl 4-hydroxy-1-tritylpyrrolidine-2-carboxylate 
• 129430-93-9 methyl (2S,4R)-4-hydroxy-1-tritylpyrrolidine-2-carboxylate 
• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 
• 618-27-9 hydroxy L-proline 
• 148429-59-8 (6S,7aS)-6-hydroxy-3,3-bis(trifluoromethyl)tetrahydro-pyrrolo[1,2-c]oxazol-1-one 
• 203866-14-2 (2S,4R)-1-[(tert-butoxy)carbonyl]-4-fluoropyrrolidine-2-carboxylic acid 
• 156046-04-7 (5S,7R)-7-fluoro-2,2-bis(trifluoromethyl)-1-aza-3-oxabicyclo<3.3.0>octan-4-one 

Downstream Products

• 203866-20-0 (2S,4R)-N-Fmoc-4-fluoroproline 
• 1443240-81-0 1-(5-tert-butyl-2-p-tolyl-2H-pyrazol-3-yl)-3-{(1S,4R)-4-[3-((2S,4R)-4-fluoro-1-methyl-pyrrolidin-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yloxy]-1,2,3,4-tetrahydro-naphthalen-1-yl}-urea 
• 1007878-14-9 (2S,4R)-N-methyl-4-fluoropyrrolidine-2-carboxylic acid hydrochloride 

Relevant articles and documents

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Synthesis of n.c.a. cis- and trans-4-[18F]fluoro-L-proline, radiotracers for PET-investigation of disordered matrix protein synthesis

A radiosynthesis of n.c.a. (2S,4R)-4-[18F]fluoroproline (trans-configuration) and its diastereomer (2S,4S)-4-[18F]fluoroproline (cis-configuration) has been developed. It allows the routine production of up to 18 GBq of product for c

Synthesis of (2S)-4,4-difluoroproline, (2S,4R)-4-fluoroproline and their derivatives from (S)-aspartic acid

Syntheses for (2S)-4,4-difluoroproline, (2S,4R)-4-fluoroproline and their derivatives are described starting from (S)-aspartic acid, using hexafluoroacetone as the protecting reagent and DAST as the fluorinating agent.