35329-73-8

Usage

Uses

Used in Pharmaceutical Industry:
Dimethyl Bis(hydroxymethyl)malonate is used as a reagent for the synthesis of HIV-1 protease inhibitors. These inhibitors play a crucial role in the treatment of HIV by blocking the activity of the HIV-1 protease enzyme, which is essential for the replication of the virus.
Dimethyl Bis(hydroxymethyl)malonate is also used as a reagent for the synthesis of antiplasmin drugs. These drugs are important in the treatment of conditions related to excessive blood clotting, such as deep vein thrombosis and pulmonary embolism, by inhibiting the activity of plasmin, a key enzyme in the clot dissolution process.

InChI:InChI=1/C7H12O6/c1-12-5(10)7(3-8,4-9)6(11)13-2/h8-9H,3-4H2,1-2H3

Upstream product

• 50-00-0 formaldehyd 
• 108-59-8 malonic acid dimethyl ester 

Downstream Products

• 76257-22-2 dimethyl 2-benzyloxycarbonylaminomethyl-1,3-dioxane-5,5-dicarboxylate 
• 111934-93-1 2,2-Dimethyl-[1,3]dioxane-5,5-dicarboxylic acid dimethyl ester 
• 155818-14-7 methyl 2,2-dimethyl-1,3-dioxane-5-carboxylate 

Relevant academic research and scientific papers

A new method for the synthesis of bicyclic pyran acetals

(Chemical Equation Presented) cis-Fused bicyclic acetals were obtained from the unusual cyclization reaction between diols and dihydropyran. Furothiopyran, substituted pyranopyrans, and pyranooxepine and pyranobenzoxepine compounds were obtained with high diastereoselectivity and cis-diastereomers were obtained in high yields.

Investigation of the effect of different linker chemotypes on the inhibition of histone deacetylases (HDACs)

Histone Deacetylases (HDACs) are among the most attractive and interesting targets in anticancer drug discovery. The clinical relevance of HDAC inhibitors (HDACIs) is testified by four FDA-approved drugs for cancer treatment. However, one of the main drawbacks of these drugs resides in the lack of selectivity against the different HDAC isoforms, resulting in severe side effects. Thus, the identification of selective HDACIs represents an exciting challenge for medicinal chemists. HDACIs are composed of a cap group, a linker region, and a metal-binding group interacting with the catalytic zinc ion. While the cap group has been extensively investigated, less information is available about the effect of the linker on isoform selectivity. To this aim, in this work, we explored novel linker chemotypes to direct isoform selectivity. A small library of 25 hydroxamic acids with hitherto unexplored linker chemotypes was prepared. In vitro tests demonstrated that, depending on the linker type, some candidates selectively inhibit HDAC1 over HDAC6 isoform or vice versa. Docking calculations were performed to rationalize the effect of the novel linker chemotypes on biologic activity. Moreover, four compounds were able to increase the levels of acetylation of histone H3 or tubulin. These compounds were also assayed in breast cancer MCF7 cells to test their antiproliferative effect. Three compounds showed a significant reduction of cancer proliferation, representing valuable starting points for further optimization.

Process for producing carbonyl compound using decarboxylation reactions

The invention provides a process for producing carbonyl compounds using decarboxylation reactions. The invention aims to provide a highly-efficient process for producing carbonyl compounds as materials for medical products, pesticides, liquid crystal materials, etc, or products useful for intermediates thereof. A compound represented by a formula (ii) is produced through decarboxylation reactions of compounds represented by a formula (i). The compounds represented by the formula (ii) can be obtained at a high yield rate by the process. Besides, a compound having a cis-isomer with high selectivity can be obtained. The formula (i) is shown in the description.

Enzyme assisted syntheses of chiral building blocks for isosters of diglycerides, phospholipids and PAF

Lipase catalyzed desymmetrizations of suitably substituted, achiral 1,3-diols lead to the corresponding chiral building blocks of high enantiomeric purities, starting materials for the synthesis of isosteric carba-analogues of 1,2-sn-diglycerides and phospholipids with interesting biological activities. Lipase catalyzed resolutions of the corresponding ether derivatives lead to the corresponding building blocks for carba-analogues of PAF.

Bis(hydroxymethylation) of the active methylene group of 1,3-Dicarbouyl and related compounds

Treatment of dialkyl and di(aralkyl) malonates, alkyl cyano- and acetoacetates, and 1,3-diketones with formaldehyde in the presence of tertiary amines gives their 2,2-bis(hydroxymethyl) derivatives in 59 to 96% yield.

Study on the enolization of alkyl of cis and trans 2-tert-5-X-1,3-dioxanes (X =CO2CH3, CHO, COPh, NO2, and CN). Evidence for stereoelectronic control.

Alkylation ot 2-tert-butyl-5-X-1,3-dioxanes (X = CO2CH3,COPh and NO2) was studied.Products resulting from an equatorial approach of the alkylating agent are preferentially formed when X = CO2CH3 and NO2.Also, the cis isomers that have an equatorial hydrog