78523-80-5

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2,2,5-Trimethyl-1,3-oxazolidin-4-one is used as a precursor in the synthesis of various pharmaceuticals and agrochemicals, leveraging its capacity to form stable complexes with metal ions and its role as a chiral auxiliary to enhance the production of enantiomerically pure compounds.
Used in Organic Synthesis:
TMDO is utilized as a versatile reagent in organic synthesis, where its ability to form stable complexes with a wide range of metal ions is particularly advantageous for the development of new chemical entities and the improvement of existing synthesis processes.
Used as a Chiral Auxiliary in Asymmetric Synthesis:
In asymmetric synthesis, 2,2,5-trimethyl-1,3-oxazolidin-4-one is used as a chiral auxiliary to provide enantioselectivity, which is crucial for the production of enantiomerically pure compounds that are often required for biological activity and pharmaceutical applications.
Used in Polymer Production:
TMDO has applications in the production of polymers, where its unique structural properties can contribute to the development of new polymer materials with specific characteristics.
Used as a Solvent in Chemical Reactions:
2,2,5-Trimethyl-1,3-oxazolidin-4-one is also employed as a solvent in various chemical reactions, taking advantage of its mild properties and compatibility with a range of chemical processes.

Upstream product

• 54523-48-7 N-isopropyl pyruvamide 
• 598-81-2 (+/-)-lactamide 
• 67-64-1 acetone 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 92817-28-2 (5RS,1'SR)-2,2,5-trimethyl-3-isopropyl-5-(phenylhydroxymethyl)-1,3-oxazolidin-4-one 
• 92817-27-1 (5RS,1'RS)-2,2,5-trimethyl-3-isopropyl-5-(phenylhydroxymethyl)-1,3-oxazolidin-4-one 

Relevant academic research and scientific papers

ENANTIOSELECTIVE SYNTHESIS OF DIALKYLATED N,O-HETEROCYCLES BY PALLADIUM-CATALYZED ALLYLIC ALKYLATION

This invention provides enantioenriched N,O-heterocyclic compounds with quaternary stereogenic centers and novel methods of preparing the compounds. Methods include the method for the preparation of a compound of formula (I): comprising treating a compound of formula (II): with a transition metal catalyst under alkylation conditions.

Enantioselective synthesis of dialkylated N-heterocycles by palladium-catalyzed allylic alkylation

The enantioselective synthesis of α-disubstituted N-heterocyclic carbonyl compounds has been accomplished using palladium-catalyzed allylic alkylation. These catalytic conditions enable access to various heterocycles, such as morpholinone, thiomorpholinone, oxazolidin-4-one, 1,2-oxazepan-3-one, 1,3-oxazinan-4-one, and structurally related lactams, all bearing fully substituted α-positions. Broad functional group tolerance was explored at the α-position in the morpholinone series. We demonstrate the utility of this method by performing various transformations on our useful products to readily access a number of enantioenriched compounds.

SYSTEM CONTAINING TRIMETHYLCHLOROSILANE AND A CARBONYL COMPOUND USED IN THE SYNTHESIS OF HETEROCYCLIC COMPOUNDS FROM HYDROXY- AND AMINO-ACID DERIVATIVES

Trimethylchlorosilane is an efficient condensing agent used in the preparation of 1,3-dioxolan-4-ones, 4-oxazolidinones, 2,3-dihydro-4H-1,3-benzoxazin-4-ones, and 5-oxazolidinones from derivatives of hydroxy and amino acids and carbonyl compounds.

Photochemical Reactions of N-Alkyl-α-oxoamides

Photolysis of N-alkyl-α-oxoamides gave oxazolidin-4-ones or β-lactams as major products as in the case of NN-dialkyl-α-oxoamides.The formation of cyclohexanone in the photolysis of N-cyclohexylbenzoylformamide in an aqueous acidic medium was most reasonably explained by hydrolysis of an intermediate, N-cyclohexylidenemandelamide.