1313017-51-4

Basic information

• Product Name: 4-Fluoro-pyrrolidine-2-carboxylic acid Methyl ester
• Synonyms: 4-Fluoro-pyrrolidine-2-carboxylic acid Methyl ester
• CAS NO: 1313017-51-4
• Molecular Formula: C6H10FNO2
• Molecular Weight: 147.1475032
• Mol File: 1313017-51-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Fluoro-pyrrolidine-2-carboxylic acid Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoro-pyrrolidine-2-carboxylic acid Methyl ester(1313017-51-4)
• EPA Substance Registry System: 4-Fluoro-pyrrolidine-2-carboxylic acid Methyl ester(1313017-51-4)

Safety Data

• Hazardous Substances Data: 1313017-51-4(Hazardous Substances Data)

Upstream product

• 203866-18-6 methyl (2S,4R)-N-(tert-butyloxy)carbonyl-4-fluoropyrrolidine-2-carboxylate 
• 13726-69-7 (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 
• 203866-16-4 1-tert-butyl 2-methyl (2S,4S)-4-fluoropyrrolidine-1,2-dicarboxylate 

Relevant articles and documents

Design and synthesis of galactose-conjugated fluorinated and non-fluorinated proline oligomers: Towards antifreeze molecules

Galactose-conjugated fluorinated and non-fluorinated proline oligomers that exhibit an α-helical structure with hydrophilic and lipophilic parts were designed as potential antifreeze molecules. These galactose-proline oligomers were synthesized and their physical properties were evaluated. Interestingly, the non-fluorinated galactose-proline oligomers showed in contrast to the fluorinated analogues weak antifreeze activity. The difference in antifreeze activity should be attributed to the fluorine gauche effect, which should induce a conformation in fluorinated prolines that is different from that of natural proline. The results obtained in this study thus suggest that the 3D conformation of the galactose-conjugated fluorinated and non-fluorinated proline oligomers is very important for their anti-freezing properties.

Determination of the Absolute Configuration of Cyclic Amines with Bode's Chiral Hydroxamic Esters Using the Competing Enantioselective Conversion Method

The competing enantioselective conversion (CEC) strategy has been extended to cyclic amines. The basis for the CEC approach is the use of two complementary, enantioselective reactions to determine the configuration of the enantiopure substrate. Bode's chiral acylated hydroxamic acids are very effective enantioselective acylating agents for a variety of amines. Pseudoenantiomers of these acyl-transfer reagents were prepared and demonstrated to react with enantiopure cyclic amines with modest to high selectivity. The products were analyzed by ESI-MS to determine selectivity, and the results were used to assign the configuration of the amine substrate. The method was applicable to a variety of cyclic amines as well as primary amines and acyclic secondary amines. The method is limited to amines that are unhindered enough to react with the reagents, and not all amine substitution patters lead to high selectivity.