58567-05-8

Usage

Uses

Used in Pharmaceutical Industry:
DIETHYL 2-HYDROXY-2-METHYLMALONATE is used as an intermediate in the synthesis of (R)-(-)-chlozolinate, an important antifungal agent. This application is significant because it helps in the development of new antifungal medications to combat fungal infections, which can be life-threatening in some cases.
Additionally, as an intermediate, DIETHYL 2-HYDROXY-2-METHYLMALONATE may also be used in the synthesis of other pharmaceutical compounds, contributing to the development of a wide range of medications for various medical conditions.
Used in Chemical Industry:
DIETHYL 2-HYDROXY-2-METHYLMALONATE is used as a building block for the synthesis of various chemicals and materials. Its unique chemical structure allows it to be a valuable component in the creation of new compounds with specific properties, such as improved stability, reactivity, or bioavailability. This versatility makes it an essential compound in the chemical industry for the development of new products and technologies.

InChI:InChI=1/C8H14O5/c1-3-12-7(10)6(5-9)8(11)13-4-2/h6,9H,3-5H2,1-2H3

Upstream product

• 506-82-1 dimethylcadmium 
• 609-09-6 Diethyl ketomalonate 
• 609-08-5 Diethyl methylmalonate 
• 7790-01-4 1,1-dicyanoethyl acetate 
• 7664-93-9 sulfuric acid 

Downstream Products

• 3377-20-6 diethyl methylenemalonate 
• 5774-69-6 diethyl 2-(benzyloxy)-2-methylmalonate 
• 1786-91-0 (R)-2-benzyloxy-2-methylmalonic acid monoethyl ester 
• 2006-97-5 (2S)-2-benzyloxy-3-ethoxy-2-methyl-3-oxo-propanoic acid 
• 344798-18-1 (S)-2-hydroxy-2-methylmalonic acid ethyl phenyl ester 
• 344798-17-0 (S)-2-benzyloxy-2-methylmalonic acid ethyl phenyl ester 
• 233274-27-6 Ethyl 5-methyl-2,4-dioxo-3-phenylamino-1,3-oxazolidine-5-carboxylate 
• 233274-33-4 Ethyl 3-benzyloxy-5-methyl-2,4-dioxo-1,3-oxazolidine-5-carboxylate 
• 16519-02-1 diethyl 2-methyl-2-fluoromalonate 

Relevant academic research and scientific papers

Highly efficient C-H hydroxylation of carbonyl compounds with oxygen under mild conditions

A transition-metal-free Cs2CO3-catalyzed α-hydroxylation of carbonyl compounds with O2 as the oxygen source is described. This reaction provides an efficient approach to tertiary α-hydroxycarbonyl compounds, which are highly valued chemicals and widely used in the chemical and pharmaceutical industry. The simple conditions and the use of molecular oxygen as both the oxidant and the oxygen source make this protocol very environmentally friendly and practical. This transformation is highly efficient and highly selective for tertiary C(sp3)-H bond cleavage. OH, so simple! A transition-metal-free Cs2CO 3-catalyzed α-hydroxylation of carbonyl compounds with O 2 provided a variety of tertiary α-hydroxycarbonyl compounds (see scheme; DMSO=dimethyl sulfoxide), which are widely used in the chemical and pharmaceutical industry. The simple conditions and the use of molecular oxygen as both the oxidant and the oxygen source make this protocol very efficient and practical.

I2-catalyzed direct α-hydroxylation of β-dicarbonyl compounds with atmospheric oxygen under photoirradiation

An I2-catalyzed hydroxylation of β-dicarbonyl moieties using air as the oxidant under photoirradiation has been developed for the easy preparation of α-hydroxy-β-dicarbonyl compounds. The transformation was completed with only 1 mol % of I2. With α-unsubstituted malonates, the hydroxylated dimerization product was afforded as the predominant product along with a minor product, α,α-dihydroxyl malonate.

Nickel-catalyzed hydroxylation of 1,3-dicarbonyl compounds by dimethyldioxirane

Various 1,3-dicarbonyl compounds were directly hydroxylated by dimethyldioxirane, a preparative useful extension of this oxidation is the efficient catalysis by Ni(II) salts through chelation.

OXIDATIVE DEPROTONATION OF CARBONYL COMPOUNDS BY Fe(III) SALTS

Iron (III) salts (perchlorate and nitrate nonahydrate) in acetonitrile or acetic anhydride at 0-50 deg C oxidize the α-position of malonic esters efficiently via the corresponding radicals.In the presence of olefins and aromatics, inter- and intramolecular free radical chain or oxidative additions are observed.

Process for preparing alkyl esters of C-alkyl-tartronic or C-halogenalkyl-tartronic acids

A process is herein described for obtaining lower alkyl esters of C-alkyl-tartronic or C-halogenalkyl-tartronic acids according to the reaction: STR1 in which R and R2, like or unlike each other, may be alkyls having C1 -C5 or halogenalkyls having C1 -C5 and R1 is an alkyl having C1 -C5.