2438-57-5

Basic information

• Product Name: (2S,4S)-4-FLUORO-PYRROLIDINE-2-CARBOXYLIC ACID
• Synonyms: H-(2S,4S)-PRO(4-F)-OH;CIS-4-FLUORO-L-PROLINE;CIS-4-FLUORO-PROLINE;CIS-4-FLUORO-PYRROLIDINE-2-CARBOXYLIC ACID;(S)-4-FLUORO-L-PROLINE;(2S,4S)-4-Fluoro-pyrrolidine-2-carboxylic acid≥ 97% (NMR);cis-4-Fluoro-L-Pro-OH;(2S,4S)-4-FLUOROPROLINE
• CAS NO: 2438-57-5
• Molecular Formula: C₅H₈FNO₂
• Molecular Weight: 133.12
• Mol File: 2438-57-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 265.1 °C at 760 mmHg
• Flash Point: 114.1 °C
• Appearance: Colourless solid
• Density: 1.3 g/cm³
• Vapor Pressure: 0.00271mmHg at 25°C
• Refractive Index: 1.472
• Storage Temp.: Store at RT.
• PKA: 1.88±0.40(Predicted)
• CAS DataBase Reference: (2S,4S)-4-FLUORO-PYRROLIDINE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4S)-4-FLUORO-PYRROLIDINE-2-CARBOXYLIC ACID(2438-57-5)
• EPA Substance Registry System: (2S,4S)-4-FLUORO-PYRROLIDINE-2-CARBOXYLIC ACID(2438-57-5)

Safety Data

• Hazardous Substances Data: 2438-57-5(Hazardous Substances Data)

Usage

Chemical Properties

Colourless solid

Uses

cis-4-Fluoroproline is used in the study of stereoelectronic effects on collagen stability.

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

Upstream product

• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 
• 129430-93-9 methyl (2S,4R)-4-hydroxy-1-tritylpyrrolidine-2-carboxylate 
• 129430-93-9 (2S,4S)-methyl 4-hydroxy-1-tritylpyrrolidine-2-carboxylate 
• 203866-18-6 methyl (2S,4R)-N-(tert-butyloxy)carbonyl-4-fluoropyrrolidine-2-carboxylate 
• 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 
• 132651-95-7 Methyl 1-acetyl-4-fluoro-D-prolinate 
• 203866-16-4 1-tert-butyl 2-methyl (2S,4S)-4-fluoropyrrolidine-1,2-dicarboxylate 
• 231282-75-0 (6R,7aS)-6-hydroxy-3,3-bis(trifluoromethyl)tetrahydro-pyrrolo[1,2-c]oxazol-1-one 
• 51-35-4 4R-4-hydroxyproline 
• 203866-13-1 (2S,4S)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid 
• 132651-99-1 methyl 1-acetyl-cis-4-fluoro-L-pyrrolidin-5-one-2-carboxylate 
• 156046-04-7 (5S,7R)-7-fluoro-2,2-bis(trifluoromethyl)-1-aza-3-oxabicyclo<3.3.0>octan-4-one 

Downstream Products

• 1007878-14-9 (2S,4R)-N-methyl-4-fluoropyrrolidine-2-carboxylic acid hydrochloride 
• 587888-04-8 N-tert-butoxycarbonyl-(2S,4S)-4-fluoroproline benzyl ester 
• 4347-18-6 4-oxo-L-proline 
• 1612854-12-2 C₅₃H₆₂F₂N₈O₇ 
• 1612854-09-7 C₁₉H₂₄BrFN₄O₅ 
• 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 
• 203866-20-0 (2S,4R)-N-Fmoc-4-fluoroproline 
• 203866-19-7 (2S,4S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-fluoropyrrolidine-2-carboxylic acid 
• 79108-50-2 1-Nitroso-cis-4-fluoro-L-proline 

Relevant articles and documents

HETEROCYCLYL SUBSTITUTED PYRROLOPYRIDINES THAT ARE INHIBITORS OF THE CDK12 KINASE

This invention relates to compounds that are inhibitors of the CDK12 kinase. The compounds are useful in the treatment of disorders mediated by CDK12 kinase including myotonic dystrophy type 1 (DM1) and other disorders caused by the generation of RNA repeat expansion transcripts. In particular,the invention relates to compounds of the formula (I), or a pharmaceutically acceptable salts or N-oxides thereof, wherein R1a, R2, R3, R4a, R4b and R4c are as defined herein.

Fluorous synthesis of 18F radiotracers with the [ 18F]fluoride ion: Nucleophilic fluorination as the detagging process

Tag team: The flouro-detagging of flourous sulfonates by the [ 18F]fluoride ion was found to be an advantageous strategy for the preparation of various 18F-labeled prosthetic groups and known radiotracers (see picture). Fluorous solid phase extraction (FSPE) was used to separate the excess fluorous precursor from the labeled material, which suggests that traditional purification protocols such as distillation or tedious separation can be avoided. (Chemical Equation Presented).

Practical synthesis of Boc and Fmoc protected 4-fluoro and 4-difluoroprolines from trans-4-hydroxyproline

Boc-cis-4-fluoro-L-proline and 4-difluoro-L-proline, usable in classical peptide synthesis, were obtained in respectively 71% (3 steps) and 65% (4 steps) overall yields from the readily available trans-4-hydroxy-L-proline methyl ester. The corresponding fluorinated trans-isomer was isolated in 24% yield (5 steps). Transformation of Boc-protected compounds to their Fmoc-equivalents was performed in high yields.