1292324-49-2

Usage

Uses

Used in Pharmaceutical Industry:
(S)-3-MethylaMino-pyrrolidine-1-carboxylic acid benzyl ester is used as a building block for the synthesis of various drugs and medicinal compounds. Its unique structure and properties make it a valuable component in drug development, contributing to the creation of novel therapeutic agents.
Used in Organic Synthesis:
In the field of organic synthesis, (S)-3-MethylaMino-pyrrolidine-1-carboxylic acid benzyl ester serves as an essential intermediate for the development of complex organic molecules. Its stability and ease of manipulation in chemical reactions make it a preferred choice for researchers working on the synthesis of new compounds with potential applications in various industries.

Upstream product

• 68471-57-8 2,3-dihydro-pyrrole-1-carboxylic acid benzyl ester 
• 74-89-5 methylamine 
• 130312-02-6 benzyl 3-oxopyrrolidine-1-carboxylate 

Relevant academic research and scientific papers

Synthesis of β-Diamine Building Blocks by Photocatalytic Hydroamination of Enecarbamates with Amines, Ammonia and N?H Heterocycles

3-Amino-substituted saturated nitrogen heterocycles are an important subclass of β-diamines, appearing in a number of clinical agents. Herein, we report a unified approach to these products based upon the regioselective photoredox-mediated hydroamination of enecarbamates. The amine coupling partner can encompass diverse amine types under a single set of reaction conditions, including primary alkyl amines, ammonia, aryl and heteroaryl amines, and N?H heterocycles. The method enables the synthesis of a wide range of pharmaceutically relevant building blocks.

Identification of Novel Bacterial Members of the Imine Reductase Enzyme Family that Perform Reductive Amination

Reductive amination of carbonyl compounds constitutes one of the most efficient ways to rapidly construct chiral and achiral amine frameworks. Imine reductase (IRED) biocatalysts represent a versatile family of enzymes for amine synthesis through NADPH-mediated imine reduction. The reductive aminases (RedAms) are a subfamily of IREDs that were recently shown to catalyze imine formation as well as imine reduction. Herein, a diverse library of novel enzymes were expressed and screened as cell-free lysates for their ability to facilitate reductive amination to expand the known suite of biocatalysts for this transformation and to identify more enzymes with potential industrial applications. A range of ketones and amines were examined, and enzymes were identified that were capable of accepting benzylamine, pyrrolidine, ammonia, and aniline. Amine equivalents as low as 2.5 were employed to afford up to >99 % conversion, and for chiral products, up to >98 % ee could be achieved. Preparative-scale reactions were conducted with low amine equivalents (1.5 or 2.0) of methylamine, allylamine, and pyrrolidine, achieving up to >99 % conversion and 76 % yield.