59857-84-0

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 1-Isopropyl-2-oxopyrrolidine-4-carboxylate is used as a key intermediate in the synthesis of various drugs and pharmaceuticals. Its unique structure and reactivity allow for the creation of a wide range of therapeutic agents, contributing to the development of new medications for various diseases and conditions.
Used in Organic Synthesis:
In the field of organic synthesis, Methyl 1-Isopropyl-2-oxopyrrolidine-4-carboxylate serves as a valuable building block for the creation of diverse chemical compounds. Its versatile structure enables chemists to modify and functionalize it in various ways, leading to the synthesis of novel compounds with potential applications in different industries, such as materials science, agrochemicals, and specialty chemicals.
Used in Drug Development:
Due to its potential applications in the pharmaceutical industry, Methyl 1-Isopropyl-2-oxopyrrolidine-4-carboxylate is utilized in drug development processes. Its unique chemical properties and reactivity make it an attractive candidate for the design and synthesis of new drug molecules, potentially leading to the discovery of innovative treatments for various medical conditions.

Upstream product

• 617-52-7 Dimethyl itakonate 
• 75-31-0 isopropylamine 
• 3377-31-9 methyl itaconate 

Downstream Products

• 428518-39-2 (R)-1-(1-methylethyl)-5-oxo-3-pyrrolidinecarboxylic acid 
• 428518-39-2 (S)-(-)-1-(1-methylethyl)-5-oxo-3-pyrrolidinecarboxylic acid 
• 59857-88-4 4-hydroxymethyl-1-isopropyl-pyrrolidin-2-one 

Relevant academic research and scientific papers

Discovery of an orally efficaceous 4-phenoxypyrrolidine-based BACE-1 inhibitor

Based on a lead compound identified from the patent literature, we developed patentably novel BACE-1 inhibitors by introducing a cyclic amine scaffold as embodied by 1a and 1b. Extensive SAR studies assessed a variety of isophthalamide replacements including substituted pyrrolidinones and ultimately led to the identification of 11. Due to its favorable overall profile, 11 has been extensively profiled in various in vivo settings.

A chemoenzymatic approach to the synthesis of enantiomerically pure aza analogues of paraconic acid methyl ester and both enantiomers of methyl β-proline

Enantiopure methyl esters of 1-alkyl-5-oxo-3-pyrrolidinecarboxylic acids were obtained by enzymatic resolution of the corresponding chiral racemic mixtures. A particularly favourable interaction, also supported by molecular mechanics calculations, was observed between the 1-benzyl derivative and α-chymotrypsin, for which the enantiomeric ratio, E, exceeded 200. The absolute configurations of the lactams were determined by means of CD spectroscopy. From the resulting enantiomerically pure (99% e.e.) (S)-(+)-1-benzyl-3-pyrrolidinecarboxylic acid and methyl (R)-(-)-1-benzyl-3-pyrrolidinecarboxylate, the methyl esters of (+) and (-)-β-proline were synthesised in 99% e.e. and 18 and 22% overall yield, respectively.

Pyrrolidones and process for preparing them

The present invention relates to pyrrolidone derivatives which are analogous to natural prostaglandins and to a process for preparing the same. The compounds according to the present invention have prostaglandin-like properties and may be used as pharmaceuticals.