260061-31-2

Usage

Uses

Used in Chemical Industry:
2-Pyrrolidinone, 4-methyl-, (4R)is used as a solvent for various chemical processes due to its ability to dissolve a wide range of substances, facilitating reactions and improving process efficiency.
Used as a Chemical Intermediate in Pharmaceutical Production:
In the pharmaceutical industry, 2-Pyrrolidinone, 4-methyl-, (4R)serves as a key intermediate in the synthesis of various drugs, contributing to the development of new medications and enhancing the production process.
Used in Polymer and Plastics Manufacturing:
2-Pyrrolidinone, 4-methyl-, (4R)is utilized in the manufacturing of polymers and plastics, where it plays a crucial role in the formation of specific polymer structures, thereby influencing the properties and applications of the final products.
Used in Pesticide and Herbicide Production:
2-Pyrrolidinone, 4-methyl-, (4R)is also employed in the production of pesticides and herbicides, where it contributes to the effectiveness of these agricultural chemicals in controlling pests and unwanted plant growth.

Upstream product

• 259857-38-0 (S)-4-isopropyl-3-[(R)-3-methyl-4-nitrobutanoyl]-5,5-diphenyloxazolidin-2-one 
• 162103-41-5 (1'S,4R)-4-methyl-1-(1-phenyleth-1'-yl)pyrrolidin-2-one 
• 1443453-36-8 (4R)-4-methyl-2-oxopyrrolidine-3-carboxylic acid 
• 1443453-34-6 diethyl 2-[(2R)-1-nitropropan-2-yl]propanedioate 
• 1443453-35-7 ethyl (4R)-4-methyl-2-oxopyrrolidine-3-carboxylate 
• 492435-28-6 (2S,5S)-N-allyl-2-(tert-butyldimethylsilyl)oxy-5-phenyl-2-(phenylseleno)acetyl-1,3-oxazolidin-4-one 
• 492435-20-8 (S)-(+)-O-(phenylseleno)acetyl-N-allylmandelamide 
• 492435-27-5 (2S,5S)-N-allyl-2-(tert-butyldimethylsilyl)oxy-2-bromomethyl-5-phenyl-1,3-oxazolidin-4-one 
• 492435-12-8 (2S,6R,7aS)-7a-(tert-butyldimethylsilyl)oxy-6-methyl-2-phenyltetrahydropyrrolo[2,1-b]oxazol-3-one 

Downstream Products

• 1116-92-3 (R)-3-methyl-4-aminobutyric acid 
• 259857-57-3 (R)-(+)-4-(tert-butoxycarbonyl)amino-3-methylbutanoic acid 

Relevant academic research and scientific papers

Enantioselective synthesis of γ-aminobutyric acid derivatives by Ni(II)-catalyzed reaction of diethyl malonate with nitroalkenes

A new synthetic approach to (3R)-4-amino-3-methylbutyric acid and [(4R)-2-oxo-4-phenylpyrrolidin-1-yl]acetamide [(R)-phenotropil] has been developed. Asymmetric center with a required configuration has been generated via enantioselective addition of dieth

Asymmetric synthesis of β-substituted γ-lactams employing the samp-/ramp-hydrazone methodology. Application to the synthesis of (R-(-)-baclofen

A short and efficient asymmetric synthesis of β-substituted γ-lactams is described. Key steps are the α-alkylation of aldehyde SAMP-hydrazones with alkyl bromoacetates, their MMPP mediated conversion to the corresponding nitriles and a reductive cyclization with Raney Ni or Ni boride to the title pyrrolidin-2-ones. The β-substituted γ-lactams are obtained in three steps, good overall yields (27-78%) and excellent enantiomeric excesses (ee=93-99%). The applicability of this procedure for the asymmetric synthesis of GABAs (γ-aminobutyric acids) is demonstrated for (R-(-)-baclofen hydrochloride, which is obtained in 4 steps 55% yield and 94% ee.

The 5-exo-trig radical cyclization reaction under reductive and oxidative conditions in the synthesis of optically pure GABA derivatives

Free radical precursors 4a and 4b were synthesized and treated under reductive or oxidative conditions to obtain the corresponding optically pure pyrrolidinones 5-8, which were subsequently transformed into corresponding optically pure GABA derivatives 9-11. When reductive radical conditions (4a→7 and 8) were used, a Ph1-5 migration product 14 was obtained; presumably depending upon the specific conformation of the rotamer precursor and also 14 was found to be a kinetic product.

Oxyoxazolidinone as an auxiliary for heterocyclic synthesis. Enantioselective formation of N-unprotected 2-pyrrolidones from selenocarboxylate and allylamines via radical cyclization

Optically active N-unprotected 2-pyrrolidones were prepared in a highly stereoselective manner through radical cyclization reaction of oxyoxazolidinone. Asymmetric induction from the oxyoxazolidinone ring system was generally high and oxazabicyclo[3.3.0]octanones were obtained in good yields. Treatment of the bicyclic compounds with TBAF resulted in the one-step cleavage of C-O and C-N bond, directly giving secondary 2-pyrrolidones in good yields along with recovery of chiral mandelic acid without loss of optical purity. The use of the present procedure gave optically active 4,5-disubstituted N-unprotected 2-pyrrolidone derivatives trans selectively.

Stereoselective formation of optically active 2-oxy-1,3-oxazolidin-4-ones and an efficient synthesis of optically active secondary 2-pyrrolidones

Treatment of (-)-O-acyllactamides or mandelamides with TBSOTf in the presence of base gives optically active 2-oxy-1,3-oxazolidin-4-ones stereoselectively, which serve as useful precursors for the preparation of optically active secondary 2-pyrrolidones via radical cyclization and subsequent one-step removal of mandelic acid.

Enantioselective preparation of γ-amino acids and γ-lactams from nitro olefins and carboxylic acids, with the valine-derived 4-isopropyl-5,5- diphenyl-1,3-oxazolidin-2-one as an auxiliary

Titanium enolates of acyl-oxazolidinones 1, derived from acetic, propanoic, 3-methylbutanoic, and 4-methylpentanoic acids and 4-isopropyl-5,5- diphenyl-1,3-oxazolidin-2-one, are added to aliphatic and aromatic nitro olefins in the presence of TiCl4/

Cycloaddition Reactions of Chiral 2-Amino-1,3-butadienes with Nitroalkenes: Synthesis of Enantiomerically Pure 4-Nitrocyclohexanones

2-Amino-1,3-butadienes bearing commercially available S-(+)-2-(methoxymethyl)pyrrolidine as chiral auxiliary undergo a [4 + 2] cycloaddition reaction with nitroalkenes to furnish 4-nitrocyclohexanones upon hydrolysis of the resulting enamine. The cycloadd

The Synthesis of Aracemic 4-Substituted Pyrrolidinones and 3-Substituted Pyrrolidines. An Asymmetric Synthesis of (-)-Rolipram

Conjugate additions of RCuCNLi to the chiral α,β-unsaturated lactam 4 gives almost exclusive exo addition - a reversal in stereochemistry when cuprates were added to chiral lactam 1.The lactams 5 were transformed into 4-substituted pyrrolidinones 8 via a three-step sequence which involved decarbalkoxylation, silane reduction and metal-ammonia benzylamine cleavage.The chemical yields as well as the enantiomeric purity were very high for this process.As an example of the usefulness of this scheme, the antidepressant (-)-Rolipram was prepared in good overall yield.Furthermore, the bicyclic lactams 6 were readily transformed, using alane as the reducing agent, to 3-substituted pyrrolidines 11.Absolute configurations of 8 and 11 were confirmed by comparison with literature assignments which also gave strong support to the facial addition of the cuprates to 4.