921224-82-0

Basic information

• Product Name: 2-(Trifluoromethyl)-D-proline
• Synonyms: 2-(Trifluoromethyl)-D-proline;(S)-2-(trifluoromethyl)pyrrolidine-2-carboxylic acid
• CAS NO: 921224-82-0
• Molecular Formula: C6H8F3NO2
• Molecular Weight: 183
• Mol File: 921224-82-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: >198 °C
• Boiling Point: 228℃
• Flash Point: 92℃
• Appearance: /
• Density: 1.425
• PKA: 1.05±0.20(Predicted)
• CAS DataBase Reference: 2-(Trifluoromethyl)-D-proline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Trifluoromethyl)-D-proline(921224-82-0)
• EPA Substance Registry System: 2-(Trifluoromethyl)-D-proline(921224-82-0)

Safety Data

• Hazardous Substances Data: 921224-82-0(Hazardous Substances Data)

Usage

Description

2-(Trifluoromethyl)-D-proline is a proline derivative chemical compound, characterized by the presence of a trifluoromethyl group attached to the second carbon atom of the proline ring. 2-(Trifluoromethyl)-D-proline, with its D configuration, possesses unique structural and chemical properties that make it a promising candidate in medicinal chemistry and drug development.

Uses

Used in Medicinal Chemistry:
2-(Trifluoromethyl)-D-proline is used as a building block for the synthesis of new drugs due to its unique structural and chemical properties. The trifluoromethyl group enhances the potency and selectivity of pharmaceutical compounds, making it an attractive component in drug design.
Used in Drug Development:
2-(Trifluoromethyl)-D-proline is utilized as a valuable tool in the development of novel pharmaceutical agents. The D configuration of this compound can confer specific biological and pharmacological activities, which are crucial for the creation of effective and targeted therapeutics.

Upstream product

• 921224-77-3 (3S,5R)-3-allyl-3-trifluoromethyl-5-phenylmorpholin-2-one 
• 921224-81-9 (4R,8aS)-8a-trifluoromethyl-4-phenyl-hexahydro-pyrrolo[2,1-c][1,4]oxazin-1-one 
• 13081-18-0 ethyl-3,3,3-trifluoropyruvate 

Downstream Products

• 921224-83-1 (S)-α-trifluoromethyl-prolinol 

Relevant articles and documents

Synthesis of enantiopure α-Tfm-proline and α-Tfm-pipecolic acid from oxazolo-pyrrolidines and -piperidines

Enantiopure α-Tfm-proline and α-Tfm-pipecolic acid were synthesized starting from commercially available diesters and ethyl trifluoroacetate. A Strecker type reaction on intermediate chiral Tfm-oxazolo-pyrrolidine and -piperidine provided the corresponding nitrile precursor of enantiopure (R) and (S) α-Tfm-proline and α-Tfm-pipecolic acid. The C-terminal peptide coupling reaction of α-Tfm-pipecolic acid has been successfully achieved.

Iodocyclization of chiral cf3-allylmorpholinones: A versatile strategy for the synthesis of enantiopure α-Tfm-prolines and α-Tfm-dihydroxyprolines

An efficient iodocyclization reaction of a chiral Tfm-allylmorpholinone provides a straightforward route to α-Tfm-prolines and α-Tfmdihydroxyprolines. The methodologies developed are particularly well adapted for gram-scale synthesis of enantiopure compou

Straightforward synthesis of (S)- and (R)-α-trifluoromethyl proline from chiral oxazolidines derived from ethyl trifluoropyruvate

(Chemical Equation Presented) A concise synthesis of both enantiomers of α-Tfm-proline and (S)-α-Tfm-prolinol from ethyl trifluoropyruvate is reported. The key step is a diastereoselective allylation reaction of ethyl trifluoropyruvate and (R)-phenylglyci