22792-13-8

Usage

InChI:InChI=1/C13H17NO4/c1-16-11-4-3-10(9-12(11)17-2)13(15)14-5-7-18-8-6-14/h3-4,9H,5-8H2,1-2H3

Upstream product

• 110-91-8 morpholine 
• 3535-37-3 3,4-dimethoxybenzoic acid chloride 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 201230-82-2 carbon monoxide 
• 2859-78-1 4-Bromoveratrole 
• 93-07-2 Veratric acid 

Downstream Products

• 87428-43-1 (3,4-dimethoxyphenyl)(morpholino)methanethione 
• 531-88-4 5,6-dimethoxyphthalide 
• 4741-58-6 4,5-dimethoxyisobenzofuran-1(3H)-one 
• 22792-30-9 N-(3,4-dimethoxybenzyl)morpholine 
• 96999-16-5 2-(3,4-dimethoxybenzyl)pyrrole 
• 22699-97-4 (3,4-dimethoxyphenyl)(3,4,5-trimethoxyphenyl)methanone 

Relevant academic research and scientific papers

Palladium nanoparticles supported on ZIF-8 as an efficient heterogeneous catalyst for aminocarbonylation

Pd nanoparticles supported on ZIF-8 (PdNPs/ZIF-8) are described as an efficient heterogeneous catalyst for the aminocarbonylation of bromoarenes in the presence of phosphines and iodoarenes under phosphine-free conditions. The catalyst can be readily prepared and is air-stable. The palladium loading can be as low as 1 wt %, and the catalyst was recycled four times with negligible change in catalytic performance. A variety of pharmaceutically important amides was readily synthesized. A TON of 2540 was easily achieved in a batch reaction by scaling up to a gram scale. The catalyst reported can also be applied to the synthesis of cyclic and primary amides as well as an alkoxycarbonylation reaction to form an ester.

Hansch analysis of veratric acid derivatives as antimicrobial agents

The synthesis, characterization and antimicrobial evaluation of a new series of veratric acid derivatives are presented. Preliminary in vitro antimicrobial activity of the title compounds was assessed against a panel of microorganisms including Gram-positive and Gram-negative bacteria and fungi. Some of the veratric acid derivatives exhibited significant in vitro antimicrobial activity. QSAR investigation applied to find a correlation between different physicochemical parameters of the veratric acid derivatives and their antimicrobial activity indicated the importance of topological parameters in describing the antimicrobial activity.

Radical mediated-direct conversion of aldehydes into acid bromides

A method of preparing acid bromides directly from aldehydes with Br3CCO2Et under radical conditions was developed. Aromatic aldehydes with electron-donating group were found to be more reactive than aromatic aldehydes with electron-w

Synthesis of phenstatin and prodrugs thereof

A newly discovered antineoplastic compound denominated “phenstatin” is herein described as are synthetic methods for producing phenstatin and the active prodrug thereof. Phenstatin was converted to the sodium phosphate prodrug (3d) by a dibenzylphosphite

Antineoplastic agents. 379. Synthesis of phenstatin phosphate

A structure-activity relationship (SAR) study of the South African willow tree (Combretum caffrum) antineoplastic constituent combretastatin A- 4 (1b) directed at maintaining the (Z)stilbene relationship of the olefin diphenyl substituents led to synthesis of a potent cancer cell growth inhibitor designated phenstatin (3b). Initially phenstatin silyl ether (3a) was unexpectedly obtained by Jacobsen oxidation of combretastatin A-4 silyl ether (1c → 3a), and the parent phenstatin (3b) was later synthesized (6a → 3a → 3b) in quantity. Phenstatin was converted to the sodium phosphate prodrug (3d) by a dibenzyl phosphite phosphorylation and subsequent hydrogenolysis sequence (3b → 3c → 3d). Phenstatin (3b) inhibited growth of the pathogenic bacterium Neisseria gonorrhoeae and was a potent inhibitor of tubulin polymerization and the binding of colchicine to tubulin comparable to combretastatin A-4 (1b). Interestingly, the prodrugs were found to have reduced activity in these biochemical assays. While no significant tubulin activity was observed with the phosphorylated derivative of combretastatin A- 4 (1d), phosphate 3d retained detectable inhibitory effects in both assays.

Synthesis of Alkylpyrroles by the Sodium Borohydride Reduction of Acylpyrroles

N-Unsubstituted alkylpyrroles are obtained by the reduction of the corresponding acylpyrroles with sodium borohydride in boiling 2-propanol.This reaction was demonstrated to proceed via the pyrrolylalkylcarbinol and was extended to the synthesis of a branched chain alkylpyrrole 25 from the tertiary alcohol 24.