915789-22-9

Basic information

• Product Name: 6-ethynyl-2,4-dihydroxy-3-methylbenzaldehyde
• Synonyms: 6-ethynyl-2,4-dihydroxy-3-methylbenzaldehyde
• CAS NO: 915789-22-9
• Molecular Weight: 176.172
• Mol File: 915789-22-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 6-ethynyl-2,4-dihydroxy-3-methylbenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 6-ethynyl-2,4-dihydroxy-3-methylbenzaldehyde(915789-22-9)
• EPA Substance Registry System: 6-ethynyl-2,4-dihydroxy-3-methylbenzaldehyde(915789-22-9)

Safety Data

• Hazardous Substances Data: 915789-22-9(Hazardous Substances Data)

Upstream product

• 7149-92-0 2,4-dimethoxy-3-methylbenzaldehyde 
• 1277176-12-1 2-iodo-4,6-dihydroxy-5-methylbenzaldehyde 
• 1066-54-2 trimethylsilylacetylene 
• 685895-45-8 2-bromo-4,6-dihydroxy-5-methylbenzaldehyde 
• 915789-21-8 2,4-dihydroxy-3-methyl-6-trimethylsilanylethynyl-benzaldehyde 

Downstream Products

• 549-23-5 7-epi-sclerotiorin 
• 521-90-4 sclerotioramine 
• 1277176-10-9 C₁₉H₂₂O₃ 
• 3215-47-2 (-)-mitorubrinol 
• 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 
• 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 
• 915789-25-2 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 
• 915789-27-4 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 
• 915789-20-7 2,4-Dihydroxy-3-methyl-6-((E)-pent-3-en-1-ynyl)-benzaldehyde 

Relevant articles and documents

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.

Synthesis of the azaphilones (+)-sclerotiorin and (+)-8- O -methylsclerotiorinamine utilizing (+)-sparteine surrogates in copper-mediated oxidative dearomatization

Enantioselective syntheses of the azaphilone natural products (+)-sclerotiorin and (+)-8-O-methylsclerotiorinamine that possess the natural R-configuration at the quaternary center are reported. The syntheses were accomplished using copper-mediated asymmetric dearomatization employing bis-i-oxo copper complexes prepared from readily available (+)-sparteine surrogates. Of note, site-selective O-methylation of a vinylogous pyridone was used to access the isoquinolin-6(7H)-one core of (+)-8-O- methylsclerotiorinamine.