22375-06-0

Upstream product

• 56526-82-0 methyl 4-benzyloxy-2-methoxy-6-methylbenzoate 
• 39503-11-2 ethyl 4-(benzyloxy)-2-hydroxy-6-methylbenzoate 
• 2524-37-0 ethyl orselinate 
• 100-39-0 benzyl bromide 
• 21855-46-9 ethyl 3,5-dibromo-2,4-dihydroxy-6-methyl benzoate 
• 3187-58-4 methyl orsellinate 
• 22375-05-9 methyl 4-benzyloxy-2-hydroxy-6-methylbenzoate 
• 100-44-7 benzyl chloride 
• 159663-34-0 ethyl 6-methylhydroresorcylate 
• 603042-32-6 ethyl 4-benzyloxy-2-methoxy-6-methylbenzoate 

Downstream Products

• 80145-01-3 methyl 4-O-benzyl-2-O-methyllecanorate 
• 80145-02-4 methyl 4-O-benzyl-2,2'-di-O-methyllecanorate 
• 159663-38-4 4-benzyloxy-2-methoxy-6-methylbenzoyl chloride 
• 60556-48-1 (4-Benzyloxy-2-methoxy-6-methyl-phenyl)-(2,4,6-tris-benzyloxy-phenyl)-methanone 
• 219700-71-7 benzyl 4-O-benzyl-2-O-methyllecanorate 
• 915789-27-4 4-Benzyloxy-2-methoxy-6-methyl-benzoic acid (R)-7-methyl-6,8-dioxo-3-((E)-3-oxo-propenyl)-7,8-dihydro-6H-isochromen-7-yl ester 
• 915789-25-2 4-Benzyloxy-2-methoxy-6-methyl-benzoic acid (R)-7-methyl-6,8-dioxo-3-((E)-propenyl)-7,8-dihydro-6H-isochromen-7-yl ester 
• 915789-26-3 4-Benzyloxy-2-methoxy-6-methyl-benzoic acid (R)-3-((E)-3-hydroxy-propenyl)-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-7-yl ester 
• 915789-28-5 4-benzyloxy-2-methoxy-6-methyl-benzoic acid 3-(2-tert-butoxycarbonyl-vinyl)-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-7-yl ester 
• 3215-47-2 (-)-mitorubrinol 
• 80145-04-6 methyl 2,2'-di-O-methyllecanorate 
• 80144-97-4 2'-O-methyltenuiorin 
• 80144-99-6 2',2-di-O-methyltenuiorin 
• 60556-49-2 (4-Hydroxy-2-methoxy-6-methyl-phenyl)-(2,4,6-trihydroxy-phenyl)-methanone 

Relevant academic research and scientific papers

Secondary Metabolites of Onygenales Fungi Exemplified by Aioliomyces pyridodomos

Fungi from the order Onygenales include human pathogens. Although secondary metabolites are critical for pathogenic interactions, relatively little is known about Onygenales compounds. Here, we use chemical and genetic methods on Aioliomyces pyridodomos, the first representative of a candidate new family within Onygenales. We isolated 14 new bioactive metabolites, nine of which are first disclosed here. Thirty-two specialized metabolite biosynthetic gene clusters (BGCs) were identified. BGCs were correlated to some of the new compounds by heterologous expression of biosynthetic genes. Some of the compounds were found after one year of fermentation. By comparing BGCs from A. pyridodomos with those from 68 previously sequenced Onygenales fungi, we delineate a large biosynthetic potential. Most of these biosynthetic pathways are specific to Onygenales fungi and have not been found elsewhere. Family level specificity and conservation of biosynthetic gene content are evident within Onygenales. Identification of these compounds may be important to understanding pathogenic interactions.

Asymmetric syntheses of (-)-mitorubrin and related azaphilone natural products

(Chemical Equation Presented) Asymmetric syntheses of (-)-mitorubrin and related azaphilone natural products are reported. Key steps involve copper-mediated, enantioselective oxidative dearomatization to prepare the azaphilone core and olefin cross-metathesis for side-chain installation.

Diastereoselective synthesis of a methylated derivative of phomozin, a phytotoxin isolated from phonopsis helianthi, a phytopathogenic fungus of sunflowers

A methylated derivative of the phytotoxin phomozin (2) is synthesized in high yield via the regioselective coupling of 2-methyl-4-benzyl orsellinic acid (6) and (R*, R*) benzyl dimethylglycerate (9) and one step hydrogenolysis of the benzyl and benzoyl protection.