5420-88-2

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-methoxyphenyl)-4-methyl-1,3-dioxane is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure, including the methoxyphenyl and methyl groups, may contribute to the development of new drugs with specific therapeutic properties.
Used in Agriculture:
In the agricultural sector, 2-(4-methoxyphenyl)-4-methyl-1,3-dioxane may be utilized as a component in the formulation of agrochemicals, such as pesticides or herbicides. Its chemical properties could potentially enhance the effectiveness of these products in managing pests and weeds.
Used in Materials Science:
2-(4-methoxyphenyl)-4-methyl-1,3-dioxane could also find applications in the field of materials science, where it may be employed in the development of new materials with specific properties. Its dioxane structure and functional groups could contribute to the creation of materials with unique characteristics for various applications.

Upstream product

• 18826-95-4 1.3-butanediol 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 671232-60-3 4-[(4-methoxyphenyl)methoxy]-2-butanol 

Relevant academic research and scientific papers

From solution to in-cell study of the chemical reactivity of acid sensitive functional groups: A rational approach towards improved cleavable linkers for biospecific endosomal release

pH-Sensitive linkers designed to undergo selective hydrolysis at acidic pH compared to physiological pH can be used for the selective release of therapeutics at their site of action. In this paper, the hydrolytic cleavage of a wide variety of molecular structures that have been reported for their use in pH-sensitive delivery systems was examined. A wide variety of hydrolytic stability profiles were found among the panel of tested chemical functionalities. Even within a structural family, a slight modification of the substitution pattern has an unsuspected outcome on the hydrolysis stability. This work led us to establish a first classification of these groups based on their reactivities at pH 5.5 and their relative hydrolysis at pH 5.5 vs. pH 7.4. From this classification, four representative chemical functions were selected and studied in-vitro. The results revealed that only the most reactive functions underwent significant lysosomal cleavage, according to flow cytometry measurements. These last results question the acid-based mechanism of action of known drug release systems and advocate for the importance of an in-depth structure-reactivity study, using a tailored methodology, for the rational design and development of bio-responsive linkers.

A total synthesis of hydroxylysine in protected form and investigations of the reductive opening of p-methoxybenzylidene acetals

A synthesis of (2S,5R)-5-hydoxylysine, based on (R)-malic acid and Williams glycine template as chiral precursors, has been developed. This afforded hydroxylysine, suitably protected for direct use in peptide synthesis, in 32% yield over the 13-step sequence. Regioselective reductive opening of a p-methoxybenzylidene acetal and alkylation of the Williams glycine template were key steps in the synthetic sequence. Surprisingly, the regioselectivity in opening of the p-methoxybenzylidene acetal was reversed as compared to what was expected. It was found that this was due to chelation of the trialkylsilyl choride, used as an electrophile in the reductive opening, to an adjacent azide functionality. It was also discovered that an equivalent amount of trialkylsilyl hydride was formed in the reaction, a finding that led to additional mechanistic insight into reductive openings of p-methoxybenzylidene acetals with sodium cyanoborohydride as reducing agent.