(S)-2-Phenylpyrrolidine

Description

(S)-2-Phenylpyrrolidine is an amine that has been synthesized for use in research. It is chiral and can exist as either the levorotatory or dextrorotatory form. It interacts with the tropomyosin receptor, which is a protein found on the surface of muscle cells. This interaction prevents calcium ions from binding to tropomyosin, thereby preventing muscle contraction.

The Uses of (S)-2-Phenylpyrrolidine

(S)-2-Phenylpyrrolidine has been shown to be effective in treating neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease. Research also suggests that this drug may be effective at preventing aldehyde toxicity mediated by the enzyme acetaldehyde dehydrogenase 2 (ALDH2).

Reactions

(S)-2-Phenylpyrrolidine could be react with N-{3-nitro-4-[(oxan-4-ylmethyl)amino]benzenesulfonyl}-4-{2-oxo-7-azaspiro[3.5]nonan-7- y l}-2-[( 11 R, 15S)-4-{[2-(trimethy Isi ly l)ethoxy]methy I}- 13, 16-dioxa-2,4, 10- triazatetracyclo[7.7.0.0A{3,7}.0A{11,15}]hexadeca-1(9),2,5,7-tetraen-10-yl]benzamide to synthsize a intermediate of BCL-2 inhibitor. It can also be use in the preparation of the Inhibitors of ubiquitin specific protease 19 (USP19) through amine group coupling.

Synthesis

Into a 100 mL round-bottom flask were added tert-butyl (2S)- 2-phenylpyrrolidine-1-carboxylate (70 mg, 0.3 mmol, 1.0 eq) and CHsCh .0 mL), TFA (0.5 mL) at 25°C. The resulting mixture was stirred for 3 hours at 25°C. The resulting mixture was concentrated under reduced pressure. This resulted in (S)-2-Phenylpyrrolidine (40 mg, 96.0%) as colorless oil.