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Usage

Uses

Used in Organic Synthesis:
(S)-1-((S)-tert-butylsulfinyl)-2-(4-fluorophenyl)pyrrolidine is used as a key intermediate in organic synthesis for the preparation of various pharmaceutical compounds. Its unique structure and chirality make it a valuable building block for the synthesis of complex organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (S)-1-((S)-tert-butylsulfinyl)-2-(4-fluorophenyl)pyrrolidine is used as a starting material for the development of new drugs and medicines. Its biological activities and potential therapeutic properties have attracted the attention of researchers, who are exploring its applications in the treatment of various diseases and conditions.
Used in Drug Development:
(S)-1-((S)-tert-butylsulfinyl)-2-(4-fluorophenyl)pyrrolidine is employed as a lead compound in drug development. Its chiral nature and diverse functional groups allow for the design and optimization of novel therapeutic agents with improved efficacy, selectivity, and safety profiles.
Used in Chiral Chemistry:
In the field of chiral chemistry, (S)-1-((S)-tert-butylsulfinyl)-2-(4-fluorophenyl)pyrrolidine serves as a model compound for studying the effects of stereochemistry on the properties and reactivity of molecules. Its enantioselective synthesis and resolution are of great interest to researchers working on the development of new chiral catalysts and reagents.
Used in Medicinal Chemistry:
(S)-1-((S)-tert-butylsulfinyl)-2-(4-fluorophenyl)pyrrolidine is utilized in medicinal chemistry for the design and synthesis of bioactive molecules with potential therapeutic applications. Its unique structural features and biological activities make it a promising candidate for the development of new drugs targeting various diseases and disorders.

Relevant academic research and scientific papers

PROCESS FOR SYNTHESIS OF 2-SUBSTITUTED PYRROLIDINES AND PIPERADINES

The present invention provides a highly efficient, versatile one-step process for asymmetric synthesis of either diastereomer of 2-substituted pyrrolidines from a single starting material with excellent yields and high diastereoselectivety. Also provided is a method for the asymmetric synthesis of both diastereomers of 2-substituted piperidines with good yields and excellent diastereoselectivety. Diasteroselectivity is controlled effectively by choice of reducing agent.

A facile asymmetric synthesis of either enantiomer of 2-substituted pyrrolidines

Chemical Reaction Reprentation A new and general method for asymmetric synthesis of either enantiomer of 2-substituted pyrrolidines from a single starting material is described. Reductive cyclization of (Ss)-γ-chloro-N- tertbutanesulfinyl ketimines with LiBHEt3 in THF at -78 to 23 °C afforded (Ss,R)-N-tert-buta.nemnnyl-2-substituted pyrrolidines in excellent yields (88-98%) and with high diastereoselectivity (99:1). The diastereoselectivity is controlled effectively by the choice of reducing agent. Thus, the corresponding epimers of (3 to DIBAL-H/LiHMDS. Deprotection of N-fe/ f-butanesulfinyl-2-substituted pyrrolidines using 4 N HCl in dioxane and MeOH gave the corresponding enantiomers of 2-substituted pyrrolidines in quantative yield. This method was found to be effective for a variety of substrates including aromatic, heteroaromatic, and aliphatic substituents. Extension of this methodology to the formation of 2-substituted piperidines is also illustrated. Reductive cyclization of (5s)-3 in THF at -78 to 23 °C or DIBAL-H/LiHMDS in toluene at -78 to 0 °C afforded the (Ss,R?)-N-tert-butanesulfinyl-2-substituted piperidines in excellent yield (98%) and with high diastereoselectivity (99:1) or (Ss,S)-.N-tert-butanesulfmyl- 2substituted piperidines in good yield (98%) and with high diastereoselectivity (1:99), respectively.