338446-35-8

Upstream product

• 22483-09-6 2,2-dimethoxyethylamine 
• 293731-04-1 ethyl (2-acetoxymethyl-3,4-dimethoxyphenyl)glyoxylate 
• 4463-33-6 1,2-dimethoxy-3-methylbenzene 
• 338446-34-7 (2-bromomethyl-3,4-dimethoxy-phenyl)-oxo-acetic acid ethyl ester 
• 338446-31-4 (2,2-dimethoxy-ethylamino)-(3,4-dimethoxy-2-methyl-phenyl)-acetic acid ethyl ester 
• 338446-32-5 [(2,2-dimethoxy-ethyl)-(toluene-4-sulfonyl)-amino]-(3,4-dimethoxy-2-methyl-phenyl)-acetic acid ethyl ester 

Downstream Products

• 676124-34-8 4-(tert-butyl-dimethyl-silanyloxy)-4-(2-hydroxymethyl-3,4-dimethoxy-phenyl)-but-2-enoic acid ethyl ester 

Relevant academic research and scientific papers

Synthesis and antibiotic activity of the tricyclic furo[3,2-c] isochromen-2-trione unit of the pyranonaphthoquinones

The elaboration and biological activity of 15, containing the proposed pharmacophore for the antibiotic activity of the pyranonaphthoquinones, are reported. The synthetic strategy involved acid-catalyzed lactonization of mandelate 17 for isochroman ring formation, in combination with a Wittig-oxa-Michael functionalization of isochroman-3-ol derivative 20, a lactonization involving configurational inversion of a benzylic alcohol and a final AgO oxidation. Compound 15 showed activity against Staphylococcus aureus and Bacillus subtilis with MIC of 64 and 32 μg/mL, respectively.

Synthesis of 4-Hydroxy-7,8-dimethoxyisochroman-3-one and Its Plant Growth-Regulating Properties on Tobacco (Nicotiana tabacum cv. Petit Havana)

The synthesis of 6,7-dimethoxy-4-hydroxyisochroman-3-one 10 from 2,3-dimethoxytoluene (11) via glyoxylate 12 is reported. Compound 10 strongly inhibited vegetative growth of tobacco plants, whereas developmental patterns (protein levels, protein profile, pigments, and chlorophylls) were not affected. Morphological changes were observed in the leaves of the treated plants.

Sulfonamidoacetal cyclization-based synthesis of a tetrahydrooxazaphenalenelactone related to the ABC-ring system of the stephaoxocanes

The elaboration of a tetrahydrooxazaphenalenelactone embodying the ABC-ring system of the stephaoxocanes, by means of Jackson's sulfonamidoacetal cyclization as the isoquinoline ring-forming strategy, is reported.